enthalpies of vaporization of organic and organometallic compounds

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  • Enthalpies of Vaporization of Organic and Organometallic Compounds,

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    evEstimations. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5215. A Thermochemical Cycle: Sublimation,

    Vaporization, and Fusion Enthalpies. . . . . . . . . . . . 5236. Estimation of Vaporization Enthalpies. . . . . . . . . . 5257. Vaporization Enthalpy Compendium. . . . . . . . . . . . 5258. Acknowledgment. . . . . . . . . . . . . . . . . . . . . . . . . . . 8789. References for Introductory Material. . . . . . . . . . . 878

    List of Tables1. Recommended reference standards for

    vaporization enthalpy measurements. . . . . . . . . . . . 5202. Group values G l and Gc for estimating

    Cpl (298.15 K) and Cpc (298.15 K). . . . . . . . . . . . . 5223. Some estimations of Cpl (298.15 K) and

    Cpc (298.15 K) using group values. . . . . . . . . . . . . 5244. A comparison of experimental sublimation

    enthalpies and those calculated using Eq. ~6!. . . . . 5255. A list of acronyms used in Tables 6 and 7. . . . . . . 5266. Enthalpies of vaporization of organic compounds,

    18802002. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5277. Enthalpies of vaporization of organometallic and

    hydrocarbon groups in estimating Cp . . . . . . . . . . . 523

    1. Introduction

    Vaporization enthalpies are important thermodynamicproperties of the condensed phase. Vaporization enthalpiesare used frequently in adjusting enthalpies of formation ofliquids to the standard state and in evaluating environmentaltransport properties.1,2 To the chemical engineer, the magni-tude of this property needs to be taken into consideration indesigning equipment for chemical processing and synthesis.Thus vaporization enthalpy data are of interest at a variety oftemperatures. As a consequence, there is a wealth of infor-mation in the literature that covers measurements over abroad range of temperatures. The data covered by this com-pendium include as much of the spectrum as was available tous.

    Our interest in vaporization enthalpies goes back nearlytwo decades. Our primary focus in measuring vaporizationenthalpies was as a means of adjusting enthalpies of forma-tion of liquids to the standard state and in conjunction withfusion enthalpies to adjust solids in a similar fashion.3 Sincethen we have focused our attention on their estimation,4 andassessment.5 In parallel studies, compilations of availablesublimation and fusion enthalpies were also initiated.6,7 A

    a!Author to whom correspondence should be addressed; electronic mail:[email protected]

    b!Electronic mail: [email protected] 2003 American Institute of Physics.

    0047-26892003322519360$37.50 J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 20035191880

    James S.Department of Chemistry, University of M

    William E.Department of Chemistry, University

    ~Received 17 June 2002; accepted 17

    A compendium of vaporization enthalpiereported. A brief review of temperature atemperature of measurement to the standardas are recently suggested reference materiaorganic, organo-metallic, and a few inorganin a series focusing on phase change enthaand sublimation enthalpies. Sufficient datathat thermodynamic cycles can be constructments. A protocol for doing so is describ@DOI: 10.1063/1.1529214#

    Key words: compendium; enthalpies of condensation;

    Contents1. Introduction. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5192. Reference Materials for Vaporization Enthalpy

    Measurements. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5203. Heat Capacity Adjustments. . . . . . . . . . . . . . . . . . . 5204. Group Additivity Values for Cpl (298.15 K)2002

    hickosasouri-St. Louis, St. Louis, Missouri 63121

    cree, Jr.bf North Texas, Denton, Texas 76203

    tober 2002; published 21 April 2003!

    published within the period 19102002 isustments of vaporization enthalpies fromference temperature, 298.15 K, is included. Vaporization enthalpies are included forcompounds. This compendium is the third

    ies. Previous compendia focused on fusione presently available for many compounds

    to evaluate the reliability of the measure-. 2003 American Institute of Physics.

    aporation; organic compounds; vaporization enthalpy.

    inorganic compounds, 18802002. . . . . . . . . . . . . . 8208. References to Tables 6 and 7. . . . . . . . . . . . . . . . . . 853

    List of Figures1. A thermodynamic cycle for adjusting vaporization

    enthalpies to T5298.15 K.. . . . . . . . . . . . . . . . . . . 5212. A hypothetical molecule illustrating the different

  • incomplete.

    ds

    es

    34

    1313

    413131313111111111111212111

    520520 J. S. CHICKOS AND W. E. ACREE, JR.2. Reference Materials for VaporizationEnthalpy Measurements

    Calibration is a fundamental requirement in every thermo-chemical measurement of vaporization enthalpy. Regardlessof which technique is used, the measurement ultimately de-pends either directly or indirectly on vapor pressure. Vaporpressures of liquids vary over many orders of magnitude. Anexperimental technique calibrated with a standard in onepressure or temperature regime does not in itself guaranteethe same accuracy in another. Substantial variations in vapor-ization enthalpy are revealed in the tables that follow. Thisvariance clearly establishes the importance of documentingthe accuracy of the measurements through the use of appro-priate reference materials that approximate the temperatureand pressure regimes of the measurements of interest.

    A series of compounds have been recently proposed asreference materials for vaporization enthalpy.5 These havebeen classified as primary, secondary, or tertiary referencematerials, on the basis of various criteria. The materials clas-sified as primary and secondary reference materials are listed

    Vaporization enthalpies, like their sublimation counter-parts, are measurements based on mass transport and as suchare directly or indirectly dependent upon vapor pressure. Thevapor pressure of different liquids at a given temperature canvary many orders of magnitude. In order to obtain a reason-able amount of mass transport, it is frequently necessary toconduct these measurements at temperatures that differ sub-stantially from the standard reference temperature, 298.15 K.The actual temperature of measurement depends on the sen-sitivity of the instrument or apparatus and the properties ofthe substance of interest. Vaporization enthalpy measure-ments are often conducted as a function of temperature.

    The magnitude of the vaporization enthalpy is dependenton temperature. Figure 1 and Eqs. ~1! and ~2! illustrate theorigin of this temperature dependence in terms of a thermo-dynamic cycle. If the heat capacities of the liquid and gasphase are known, Cpl and Cpg, respectively, then the vapor-ization enthalpy at T5298.15 K can be related to the experi-mental measurements by using Eq. ~1!. This equation, gen-erally referred to as Kirchhoffs equation, can be used toadjust sublimation enthalpy measurements to any referencetemperature. The term T represents either the temperaturereasonably exhaustive version of these databases coveringthe literature to the present has recently been published andis also available on line at http://webbook.nist.gov/chemistry/. Combined with fusion and sublimation enthalp-ies appropriately adjusted to T5298.15 K, vaporization en-thalpies DvapHm (298.15 K), complete a thermochemicalcycle that can be used to assess the quality of the availabledata. Application of this thermochemical cycle is illustratedbelow. A goal of the present contribution has been to providean exhaustive coverage of the literature from about 1880 to2002; regrettably however, this compilation is probably still

    TABLE 1. Recommended reference standar

    Substance T/K range Vapor pr

    C3H8O 1-propanola,d 333378 20 E1C5H12 pentaneb,d 269315 2.0 E1C6F6 hexafluorobenzenea,d 290377 7.5 EC6H6 benzenea,c,d 286383 7.0 EC6H14 hexaneb,d 286343 1.2 E1C7H16 heptaneb,d 299372 6.4 EC8H18 octaneb,d 326400 7.7 EC9H20 nonaneb,d 344425 6.4 EC10H8 naphthalened 353434 1.0 EC10H22 decaneb,d 268348 1.7 EC11H24 undecaneb,d 294382 4.1 EC12H26 dodecaneb,d 313403 5.8 EC13H28 tridecaneb,d 323402 4.7 EC14H30 tetradecaneb,d 344422 7.6 EC16H32 hexadecaneb,d 364452 5.5 EC18H38 octadecaneb,d 312590 1.0 EC20H42 eicosaneb,d 344380 4.1 EH2O waterd 273373 6.1 EaReference 12.bReference 13.cCancer suspect agent.dReference 5.J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003in Table 1. The temperature range, the corresponding vaporpressures, and the recommended molar vaporization enthal-pies at T5298.15 K are also included in the table. Some ofthese reference materials are solids at T5298.15 K andtherefore the vaporization enthalpies are hypothetical values.The reader should consult the literature cited at the bottom ofthe table to obtain the vaporization enthalpy at the tempera-ture of interest.

    3. Heat Capacity Adjustments

    for vaporization enthalpy measurements

    sure range/Pa DvapHm ~298.15 K! kJ mol21 Classification

    135 E13 47.4560.1 Primary1.2 E15 26.4260.1 Primary2.1 E15 35.7160.07 Primary2.3 E15 33.8360.07 Primary1.0 E15 31.5260.13 Primary1.0 E15 36.5760.15 Primary1.0 E15 41.5660.17 Primary1.0 E15 46.5560.19 Primary2.3 E14 55.6562.8 Secondary3.2 E13 51.4260.21 Primary6.4 E13 56.5860.57 Primary7.3 E13 61.5260.62 Primary3.7 E13 66.6860.67 Primary4.4 E13 71.7360.72 Primary4.7 E13 81.3560.81 Primary1.0 E15 91.4461.83 Primary9.1 E10 101.8162.0 Primary1.0 E15 43.9960.07 Primarym

  • 521521ENTHALPIES OF VAPORIZATIONof measurement for calorimetric measurements or the meantemperature of measurement for experiments conducted

    DvapHm ~298.15 K!5DvapHm~Tm!

    1E298.15

    Tm~Cpl2Cpg!dT ~1!

    DvapHm ~298.15 K!DvapHm~Tm!

    1~Cpl2Cpg!~Tm2298.15! ~2!

    over narrow ranges of temperature. Treating the heat capaci-ties of the two phases as independent of temperature andintegrating Eq. ~1! results in Eq. ~2!. Since the magnitude ofthe heat capacity of the gas phase is usually smaller than thatof the liquid phase ~l!, vaporization enthalpies increase withdecreasing temperature.

    Experimental heat capacities for many liquids at T5298.15 K are available.8 Experimental gas phase heat ca-pacities for compounds that are liquids at T5298.15 K areunavailable and generally need to be estimated. Gas phaseheat capacities can be calculated from statistical mechanicsor estimated by group additivity methods. A number of groupadditivity methods have been developed to estimate gasphase heat capacities.9,10 However, group values for somefunctional groups are not available. Equation ~3! is an ex-ample of an attempt to circumvent the lack of sufficientgroup values.11 The term Cpl (298.15 K) refers to the heatcapacity of the liquid at T5298.15 K. This term may eitherbe estimated or experimental values may be used if avail-able. The uncertainty associated with the term in brackets inEq. ~3! is 630 J mol21 ~62s!

    ~Cpl2Cpg!$Tm2298.15%

    [email protected] ~298.15 K!#~Tm2298.15!. ~3!

    The vaporization enthalpies reported in this compendiumhave not been adjusted to T5298.15 K unless done so by theauthors reporting the measurements. The vaporization en-thalpies are reported at the mean temperature of measure-ment wherever possible. This allows the reader to verify thereported data and to adjust for temperature in a consistentmanner. Authors have applied different methods to adjust for

    FIG. 1. A thermodynamic cycle for adjusting vaporization enthalpies to T5298.15 K.temperature. In some cases experimental data have been usedfor Cpl and in other cases both Cpl and Cpg have been esti-mated. The reader is encouraged to refer to the original lit-erature for details. In an effort to provide some assistance tothe reader in this regard, a brief discussion of one of thegroup additivity methods that are available for estimating theheat capacity of liquids is included below. This is followedby an illustration of how this value can be used in conjunc-tion with Eq. ~3! to provide temperature adjustments.

    4. Group Additivity Values forCpl 298.15 K Estimations

    Tables 2A and 2B lists a set of group values that can beused in estimations of Cpl (298.15 K). The groups and theircorresponding values are identified by italics. A hypotheticalmolecule is given in Fig. 2 that identifies each hydrocarbongroup. The functional groups listed in Table 2B are self ex-planatory. The R terms in this table represent variable groupsand are not included in the value. Values in brackets shouldbe considered as tentative assignments. The use of thesegroup values is illustrated with the examples in Table 3. Es-timations of Cpc (298.15 K) for these compounds follow thesame protocol.

    Groups are defined on the basis of their substitution andhybridization patterns. These groups are further subdividedinto cyclic, acyclic and aromatic categories. The estimationof Cpl (298.15 K) for propionic acid illustrates how directlyCp values can be estimated. Identification of the appropriategroup is important. Although not shown in Table 3, the sameprotocol is used for estimating Cpc (298.15 K). Estimation ofthe heat capacity of piperadine is similar. In this case it isimportant to use the appropriate cyclic group. Once theproper groups are identified, the estimation is direct. Di-t-butyl ether is estimated in a similar fashion. Benzothiazoleillustrates the estimation of an aromatic molecule containinga heterocyclic ring. The aromatic ring carbons are selectedbased on their substitution pattern; the sulfur and nitrogenatoms of the thiazole ring are identified as cyclic atoms; thenitrogen atom is identified on the basis of its hybridizationand substitution pattern. 2-Methylcyclohexanone is anotherexample of an estimation of a cyclic molecule. This estima-tion includes the contributions of a cyclic carbonyl, four cy-clic methylene groups, a methyl, and a cyclic tertiary me-thine group. The estimation of limonene illustrate anexample of a molecule that contains both cyclic and acyclicdouble bonds. Additional examples can be found in theliterature.4,11

    Heat capacities calculated according to the protocol justdescribed have been used when necessary in conjunctionwith Eqs. ~4!~6! to adjust vaporization, sublimation, andfusion enthalpies to 298.15 K. These temperature adjust-ments are necessary in illustrating the thermochemical cycledescribed below. Equations ~4!~6! have been used in thosecases where the measurements were referenced to some othertemperatureJ. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 522522 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 2. Group values G l and Gc for estimating Cpl (298.15 K) and Cpc (298.15 K)

    ~A! Group values for estimating the Cpl (298.15 K) and Cpc (298.15 K) of hydrocarbons.a

    Hydrocarbon groups

    Aliphatic groups Cyclic aliphatic and olefinic groups

    Description of group Formula

    J mol21 K21

    Description of group Formula

    J mol21 K21

    G l Gc G l Gc

    primary sp3 C CH3 34.9 36.6 cyclic secondary sp3 C CcH2 25.9 24.6secondary sp3 C CH2 31.9 26.9 cyclic tertiary sp3 C CcHR 20.6 11.7tertiary sp3 C CHR 22.4 9 cyclic quaternary sp3 C CcR2 18.0 6.1quaternary sp3 C CR3 14.0 25 cyclic tertiary sp2 C CcHR 21.8 15.9

    cyclic quaternary sp2 C CcR2 21.2 @4.7#

    Olefinic and acetylenic groups Aromatic groups

    Description of group Formula

    J mol21 K21

    Description of group Formula

    J mol21 K21

    G l Gc G l Gc

    secondary sp2 C 5CH2 25.8 46 tertiary aromatic sp2 C 5CaH 21.8 17.5tertiary sp2 C 5CH 27.8 21.4 quaternary aromatic sp2 C 5CaR 15.3 8.5quaternary sp2 C 5C 21.7 6.9 internal quaternary aromatic C 5CaR @16# @9.1#tertiary sp C [CH 34.3 37.1quaternary sp C [C 28.9 15.5

    ~B! Group values G l and Gc of various functional groups.b

    Monodentate functional groups Acyclic bidentate functional groups

    Description of group Formula

    J mol21 K21

    Description of group Formula

    J mol21 K21

    G l Gc G l Gc

    alcohols, phenols OH 53.1 23.5 ketones CO 51.5 28fluorine F 16.2 @24.8# ester CO2R 63.2 40.3chlorine Cl 30.8 28.7 ether O 29.8 49.8bromine Br 34.6 32.4 secondary sp3 N NH @51# 20.3iodines I 39.1 @27.9# secondary amide CONH 79.9 44.4nitrile CN 47.7 42.3 carbamates OCONH 76.1carboxylic acid CO2H 87.4 53.1 sulfides S 40.3 @116#acid chloride COCl @62.8# @60.2# disulfides SS @74.5# 41aldehyde ~C5O!H 57.7 @84.5# sulfoxides SO @83.7# 47.7isocyanate NCO @58.2# @52.7# sulfones SO2 88.7nitro group NO2 58.6 56.1secondary sp3 nitrogen NH2 51.0 21.6primary amides CONH2 54.4 54.4thiols SH 49.0 @51.9#sulfonamide SO2NH2 104 104substituted urea NHCONH2 82.8 82.8

    Acyclic tridentate functional groups Acyclic tetradentate functional groups

    Description of group Formula

    J mol21 K21

    Description of group Formula

    J mol21 K21

    G l Gc G l Gc

    tertiary sp3 N NR2 22.0 @31.5# quaternary silicon SiR2 30.9 32.4tertiary sp2 N 5N @44.4# 10.7 quaternary tin SnR2 @58.6# @77.2#phosphine oxide ~PO!R 28.5 quaternary germanium Ge @48.1# @18.9#

    Cyclic functional groups

    Description of group Formula

    J mol21 K21

    G l Gc

    cyclic ketones (CO)c @46.4# 34.3lactones CO2 @67.4# 45.2cyclic carbonates OCO2 @92# @68.2#cyclic anhydrides CO2CO 80.3cyclic ether Oc 24.6 9.7cyclic sec. sp3 N NcH 46.0 23.9J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • phase transitions occurring below T5298.15 K generally donot pose a problem if the vaporization and sublimation en-

    C

    523523ENTHALPIES OF VAPORIZATIONthalpy measurements are conducted at temperatures abovethe phase change. Enthalpic differences between polymor-phic forms generally tend to be small in relation to solid-gas,liquid-gas transitions. Since the smaller D fusHm (298.15 K)term in Eq. ~7! is the one affected by polymorphism, thisphenomena should not have a large effect on the quality ofthe thermochemical cycle, even if the sublimation and fusionenthalpy measurements are conducted on different polymor-phic forms. In many cases the sublimation enthalpy mea-sured directly should compare favorably with the sum of thefusion and vaporization enthalpy. Yet often this is not thecase.

    The results given in Table 4 illustrate some of the situa-tions that can arise when constructing a thermochemical

    FIG. 2. A hypothetical molecule illustrating the different hydrocarbon groupsin estimating Cp .DvapHm ~298.15 K!/J mol21

    [email protected]~298.15 K!#

    3~Tm2298.15!, ~4!

    DsubHm ~298.15 K!/J mol21

    [email protected]~298.15 K!#

    3~Tm2298.15!, ~5!

    D fusHm ~298.15 K!/J mol21

    D fusHm~T [email protected]~298.15 K!#

    [email protected]~298.15 K!#

    3~Tm2298.15!. ~6!

    An uncertainty ~62 s! of one third the temperature adjust-ment has been associated with the use of Eqs. ~5! and ~6! inTable 4. The uncertainty has been assigned arbitrarily.

    TABLE 2. Group values G1 and Gc for estimating

    Cyclic functional groups

    Description of group Formula

    J mol21 K21

    G l Gc

    cyclic tertiary sp3 N NcR 28.6 1.2cyclic tertiary sp2 N 5Nc 20.7 13.9cyclic urea NHCONH 63.6cyclic sec. amide CONH @92# 46.4cyclic tertiary amide CONR @170# 52.7cyclic imide CONHCO 74.1cyclic sulfides Sc 33.8 20.3aSee Ref. 19.bValues reported in brackets are tentative assignments.5. A Thermochemical Cycle: Sublimation,Vaporization, and Fusion Enthalpies

    The use of a thermochemical cycle is an extremely effec-tive manner of evaluating the quality of enthalpy data asso-ciated with phase changes. It should be emphasized at thestart that internal consistency within a cycle does not guar-antee that all the data are necessarily of high quality. Subli-mation enthalpy is related to the sum of the fusion and va-porization enthalpies, Eq. ~7!, provided all are referenced tothe same temperature. Vaporization enthalpy is the larger of

    DsubHm ~298.15 K!5DvapHm~298.15 K!

    1D fusHm~298.15 K! ~7!

    the two enthalpies on the right hand side of the equation.Since fusion enthalpies of solids usually decrease when ad-justed to 298.15 K, the latter contributes a smaller amount tothe sublimation enthalpy, particularly if the melting point ofthe material is high. Thus an accurate vaporization enthalpycan tolerate a less accurately determined fusion enthalpy.This is fortunate since as discussed below, there is a physicalbasis for variance in fusion enthalpy.

    Many solids exhibit polymorphism or undergo solid-solidphase transitions. These may occur unnoticed. Solid-solid

    pl(298.15 K) and Cpc (298.15 K)ContinuedJ. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • cycle based on phase cp-nitroaniline has beenibly. The value of ~100.nine measurements. Twvaporization enthalpy apies are in good agreemis reported in Table 4.thalpies at T5298.15 Kdiscrepancy. In this inenthalpy falls halfwayEq. ~7!. The experimethalpy of 85.5 kJ mol21ization enthalpies are insublimation enthalpies

    Data for 1,6-hexanemore typical. The fusibeen measured once whreported three times. In

    mation values.similar example. Theg Eq. ~6! are slightlyts. The data suggest ablimation enthalpy of

    tion enthalpies ofnumber of times. One

    round 83 kJ mol21 andinction between theseining the vaporization-chlorobiphenyls ~seeof these isomeric ma-r. On this basis, a va-

    a sublimation enthalpy-chlorobiphenyl at T

    K

    aSee Ref. 8.bSee Ref. 14.

    524524 J. S. CHICKOS AND W. E. ACREE, JR.

    J. Phys. Chem. Ref. Datahanges. The sublimation enthalpy ofmeasured frequently and reproduc-

    961.0! kJ mol21 is the mean value ofo measurements of the fusion and

    re also available. Both fusion enthal-ent with each other; the mean valueComparison of the vaporization en-results in values with a 12 kJ mol21

    stance the experimental sublimationbetween the two values calculated byntal data suggest a vaporization en-. This is an instance where the vapor-disagreement; disagreement between

    is the more common occurrence.dioic acid represents results that areon and vaporization enthalpies have

    served between three of the four subliAcetanilide provides a different but

    sublimation enthalpies calculated usinlarger than the two direct measuremenvaporization enthalpy of 73.9 and a su90 kJ mol21 at T5298.15 K.

    The vaporization and sublima4-chlorobiphenyl have been reported aset of sublimation enthalpies cluster athe other around 75 kJ mol21. A disttwo possibilities is possible by examenthalpies of the isomeric 2- and 3Table 6!. The vaporization enthalpiesterials would be expected to be similaporization of around 72 kJ mol21 andof approximately 83 kJ mol21 for 4TABLE 3. Some estimations of Cpl (298.15ile the sublimation enthalpy has beenthis instance good agreement is ob-

    , Vol. 32, No. 2, 2003) and Cpc (298.15 K) using group values5298.15 K is selected for 4-chlorobiphenyl.Benzil is a case where all the available data appear to be

  • se

    bHm)0.7

    3.69.300.67.263.7

    8.44.61.50.98.34.69.22.12.62.3

    55.35 305.2 125.060.2

    525525ENTHALPIES OF VAPORIZATIONinternally consistent. The fusion enthalpy reported is the av-erage of two literature values.14 Similarly with 2,6-di-t-butylphenol and fluoranthene. The sublimation enthalpiesmeasured directly and those calculated by Eq. ~7! agreewithin 64.0 kJ mol21, which is the accuracy typical of manyexperimental sublimation and vaporization enthalpy mea-surements.

    The scatter of data obtained for methyl hexadecanoate il-lustrate another common situation that can arise when datafrom the literature are examined. Two fusion enthalpies andseveral vaporization enthalpies have been reported which arenot in particularly good agreement. Using the value of thesublimation enthalpy as a guide, consistent results are ob-tained if the fusion enthalpy of 54.7 kJ mol21 ~298.15 K! iscombined with the mean of the last three vaporization enthal-pies, 98.365.3 kJ mol21, resulting in a sublimation enthalpyof 152.965.4 kJ mol21.

    6. Estimation of Vaporization Enthalpies

    Vaporization enthalpy is a property that is successfullymodeled by various computational methods. Many estima-tion methods in the chemical engineering literature havebeen developed to provide vaporization enthalpies near or at

    the boiling point and are accurate to a few %. Some requirecritical constants and other parameters that may have to beestimated themselves. A summary of some of the existingmethods and their applications can be found in the bookedited by Lyman et al.10 ~see also Ref. 15!. The estimation ofvaporization enthalpy at or near the boiling point continuesto be a topic of recurring interest.1623

    A number of methods and equations for the estimation ofvaporization enthalpies at T5298.15 K have also been de-veloped. Some model vaporization enthalpies on concepts ofgroup additivity while some are based on other thermody-namic principles.2435 Details on the application of some ofthese methods in estimating vaporization enthalpies areavailable.4,10,25

    7. Vaporization Enthalpy Compendium

    Vaporization enthalpies reported from the 1880s to 2002are included in Tables 6 and 7. Table 5 contains a listing ofthe acronyms and abbreviations that are used in both tables.Table 6 contains vaporization enthalpy data for organic com-pounds; Table 7 contains similar information for a selectednumber of organometallic and inorganic substances. Infor-mation in the tables is organized as described below.

    157.863.1152.662.3148.563.3

    aSee Ref. 7. D fusHm(T fus) and DvapHm(Tm) refer to the fusion and vaporization enthalpy at the melting point and mean temperaure of measurement; fusionenthalpies are from Chickos et al.6 and Domalski and Hearing14; sublimation enthalpies from Chickos and Acree;7 vaporization enthalpies from Table 6;uncertainties in fusion and vaporization enthalpies ~62 s! are those associated with the temperature adjustment only.TABLE 4. A comparison of experimental sublimation enthalpies and tho

    D fusHm(T fus) T fus /K

    DvapHm(Tm /K) Tm /K

    Dsu(T

    C6H6N2O2 4-nitroaniline 21.1 420.7 77.9 488 1070 430

    C6H10O4 1,6-hexanedioic acid 34.85 426.4 92 447 131214

    C8H9NO acetanilide 21.65 387.5 64.8 488 866.3 402 8

    C12H9Cl 4-chlorobiphenyl 13.32 348.6 71.6 298 866.8 368 759 38465.9 466

    C14H10O2 benzil 23.1 368 69.2 416 9C14H22O 2,6-di-t-butylphenol 16.57 310.7 60.4 401 8

    811

    C16H10 fluoranthene 18.8 383.3 62.3 518 986.2 495 877.4 398 9

    1010

    C17H34O2 methylhexadecanoate 68.16 307.2 69.6 302 1582.4 42682.6 39371.4 437calculated using Eq. ~6!; enthalpies in kJ mol21; Cp in J mol21 K21 a

    m

    Tm /K Cpl CpcD fusHm~298 K!

    DvapHm~298 K!

    DsubHm~298 K!@Eq. ~6!#

    DsubHm~298 K!a

    298 235.8 164.7 15.461.9 91.564.5 106.964.9 100.979.563.2 94.963.7

    298 302.4 213.8 27.662.4 105.363.5 132.964.3 133.6383 132.160.9306.5 140.360.1313.5 239.1 177.0 17.661.3 78.664.6 96.264.7 81.060.1326.5 73.962.4 91.462.8 88.060.3278 272.9 211.7 10.860.8 71.6 82.460.8 85.360.2326 72.561.7 83.361.9 74.660.3

    66.062.1 76.862.279.664.0 90.464.1

    329 351.6 248.0 18.661.5 81.262.8 99.862.2 99.62.0298 401.8 311.1 15.760.3 72.262.4 88.062.5 84.6298 81.5298 110.9298 310.5 226.6 14.061.6 82.465.3 96.465.5 98.3303 104.264.7 118.265.0 84.860.1298 86.562.4 100.562.9 99.2340 103.660.5328 103.660.3296 579.6 490.1 67.460.3 70.260.1 137.660.3 152.60.1

    54.760.2 103.063.1 170.663.197.962.3 165.362.393.863.3 161.263.3J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 526526 J. S. CHICKOS AND W. E. ACREE, JR.Compounds are arranged according to molecular formula.The compounds name, occasionally a synonym, and theCAS registry number are included on the first line. The rangeof temperatures studied is the next entry in the table. Formeasurements performed at a constant temperature or whennot specified, this entry is left blank. The vaporization en-thalpy at the mean temperature of measurement,DvapHm(Tm), is the next entry followed by the mean tem-perature (Tm /K), an acronym or abbreviation briefly de-scribing the type of measurement and the reference to theoriginal work. In some cases the type of measurement wasnot available, or recorded. In these instances this entry wasleft blank. If the authors of the work have adjusted theirresults to 298.15 K, then this information along with thereference is entered on the third line. This information isrepeated for multiple measurements. The measurements arearranged in reverse chronological order. Entries for com-pounds with deuterium substitution are listed after the unla-beled parent.

    The authors have made an effort to present the data accu-rately and without error. Much of the earlier data have beenretrieved with the aid of existing compendia that have beenpublished over the years. Most of these compendia includereferences to the original literature. A notable exception isthe very useful reference Handbook of the Thermodynamics

    method of least squaresB calculated from the difference of the enthalpies of

    sublimation at temperature T, and fusion at the meltingpoint

    BG Bourdon gaugeC calorimetric determinationGC gas chromatographyGCC gas chromatography-calorimetryCGC correlation gas chromatographyDM diaphram manometerDSC differential scanning calorimeterEB ebullometryEST estimated valueGS gas saturation, transpirationHG Heise gaugeHSA head space analysisI isoteniscopeIPM inclined piston manometryME mass effusionKnudsen effusionMG McLeod gaugeMM mercury manometerNA not available at the time of publicationOM oil manometerRG Rodebush gaugeSG spoon gaugeSTG strain gaugeT tensimeterTE torsion effusionUV ultraviolet absorptionJ. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003the data included in this compendium, notably for the highern-alkanes and haloalkanes, appears to be data that have beenestimated.36,37 Estimated vaporization enthalpies are gener-ally not included in Table 5 unless the data are reported inthe Stephenson and Malanowski compendium or the sourceis identified. The reader should exercise some caution whenusing data that are not referenced to the primary literature.Additionally, some of the information has originated fromnon-English language journals with translations occasionallyprovided by the authors students. These tables, having beencomplied over a period of twenty years, have gone throughnumerous revisions. Some errors have been corrected; how-ever it is unlikely that all of them have been detected. Thereader is encouraged to consult the original literature whenusing this data.

    Several sources of data contains vapor pressure data rep-resented in the form of the Antoine equation @Eq. ~8!#, whereP represents the vapor pressure, T is the temperature in K,and A, B, and C are the Antoine constants obtained fromtreatment of the vapor pressure-temperature data

    log10 P5A2B/~C1T !. ~8!Vaporization enthalpies were calculated from the Antoineconstants in one of two ways. A Lotus macro was written tocalculate vapor pressures using the Antoine constants over a30 K temperature range; the resulting vapor pressuretemperature data were reformulated in terms of the integratedform of the ClausiusClapeyron equation. A ln P versus 1/Tlinear regression analysis provided DvapHm(Tm)/R at themean temperature, Tm , of the 30 K range. The 30 K tem-perature range was chosen closest to T5298.15 K but withinthe temperature range specified. Alternatively, vaporizationenthalpy was calculated using the Antoine constants from thefollowing equation:

    DvapHm~Tm!52.303RB@Tm /~Tm1C!#2. ~9!Temperatures were chosen to lie with the range of measure-ment, often at the mean temperature. In a number of in-stances, the authors only provide vapor pressuretemperature data. In these instances, a vaporization enthalpywas calculated from the data as described above.

    An examination of data in Tables 6 and 7 reveals thatmany compounds have been measured repeatedly. All thedata here are treated equally; there has been no attempt torecommend or identify recommended values. A criticalevaluation of the data is beyond the scope of this compen-dium. However, the reader should be aware of a number ofcritical reviews that are available. The IUPAC monograph,Enthalpies of Vaporization of Organic Compounds by Ma-jer and Svoboda12 is among the most extensive evaluationsavailable. Others are included in the references associatedwith Tables 6 and 7. The reader is encouraged to consultthese references before deciding on the best value to use.of Organic Compounds by Stephenson and Malanowski pub-lished in 1987 by Elsevier Science Publishing Co. Some of

    TABLE 5. A list of acronyms and abbreviations used in Tables 6 and 7

    A calculated from the vapor pressure data reported by the

  • 527527ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    CBrClF2 bromochlorodifluoromethane @353-59-3#~268324! 23.0 ~283! A @87/5#~194287! 23.1 ~272! A @87/5#~321403! 22.4 ~336! A @87/5#~403427! 23.1 ~415! A @87/5#~178283! 26.0 ~193! @79/12#~178283! 18.7 ~268! @60/16#@84/9#

    CBrCl3 bromotrichloromethane @75-62-7#~273387! 35.0 ~288! @79/12#~294443! 36.1 ~309! A @87/5#@70/16#

    CBrF3 bromotrifluoromethane @75-63-8#~276340! 17.8 ~291! A @87/5#~160267! 17.7 ~252! A @87/5#~165216! 19.1 ~180! @79/12#

    CBrFO carbonic bromide fluoride @753-56-0#~197256! 22.9 ~241! A @87/5#

    CBrN cyanogen bromide @506-68-3#~273313! 45.9 ~288! @54/14#@84/9#

    CBrN3O6 bromotrinitromethane @560-95-2#~318335! 47.8 ~326! A @87/5#@70/10#

    CBr2F2 dibromodifluoromethane @75-61-6#~247297! 26.1 ~282! A @87/5#@59/1#

    @79/12#@70/16#~156218! 18.6 ~203! @48/7#

    CBr3F tribromofluoromethane @353-54-8#~315380! 34.4 ~330! A @87/5#@48/7#

    CBr4 carbon tetrabromide @558-13-4#~375463! 48.3 ~390! @79/12#~369463! 48.2 ~384! A @87/5#@47/5#

    CClFO carbonic chloride fluoride @353-49-1#~165211! 22.7 ~196! A @87/5#@64/3#~157227! 22.0 ~192! @48/17#

    CClF2NO difluorocarbamoyl chloride @16847-30-6#~189234! 25.8 ~219! A @87/5#

    CClF3 chlorotrifluoromethane @75-72-9#~268302! 16.0 ~283! A @87/5#~133185! 17.0 ~170! A @87/5#~184246! 15.7 ~231! A @87/5#~243271! 15.7 ~257! A @87/5#~145192! 16.8 ~177! A @87/5#@79/12#~124191! 17.1 ~177! A @47/5#~134298! NA @41/13#

    CClF3O trifluoromethyl hypochlorite @22082-78-6#~160226! 21.2 ~211! A @87/5#~142219! 19.6 ~204! A @87/5#

    CClF3O2 peroxyhypochlorous acid, trifluoromethyl ester @32755-26-3#~163296! 23.4 ~281! A @87/5#

    CClF3O3S fluorosulfuric acid, chlorodifluoromethyl ester @6069-31-4#~227309! 32.1 ~243! @99/16#~228310! 34.6 ~243! A @87/5#@66/15#

    CClF3S trifluoromethanesulfenyl chloride @421-17-0#~247272! 24.5 ~260! A @87/5#@99/16#

    CClF4N difluoro~difluorochloromethyl!amine @13880-71-2#~209277! 26.6 ~262! A @87/5#

    CClF4NO2S chloro~trifluoromethyl! sulfamoyl fluoride @19419-95-5#~253288! 28.8 ~273! A @87/5#@99/16#

    CClF4NO12S4 fluorosulfuric acid, bis@@~flurosulfonyl!oxy#amino#chloromethylene ester @53684-03-0#42.6 ~424! @75/21#

    CClF7S chlorotetrafluoro ~trifluoromethyl! sulfur @42179-04-4#~293353! 25.9 ~323! @99/16#

    CClN cyanogen chloride @506-77-4#~196286! 32.2 ~271! @47/5#

    CCl2FNO dichlorocarbamic fluoride @32751-02-3#40.7 @72/40#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 528528 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    CCl2F2 dichlorodifluoromethane @75-71-8#~282345! 20.0 ~297! A @87/5#~173244! 21.4 ~229! A @87/5#~173240! 21.6 ~225! A @87/5#~236285! 20.4 ~270! A @87/5#~341385! 20.5 ~356! A @87/5#~172279! 22.9 ~187! @79/12#~154243! 21.5 ~228! @47/5#

    CCl2F3N N,N-difluoro-1,1-dichloro-1-fluoromethylamine~209277! 27.0 ~262! I @70/15#

    CCl2F3N N,N-dichloro-1,1,1-trifluoromethylamine @13880-73-4#~226291! 25.8 ~276! A @87/5#

    CCl2F3N N,1-dichloro-N,1,1-trifluoromethylamine~226291! 26.4 ~258! @71/17#

    CCl2F3NS ~trifluoromethyl!imidosulfurous dichloride @10564-47-3#~284344! 35.4 ~298! @99/16#~283362! 33.7 ~298! A @87/5#

    CCl2F3P ~trifluoromethyl!dichlorophosphine @421-58-9#~208276! 29.2 ~260! @64/4#

    CCl2F3PS dichloro~trifluoromethylthio!phosphine @18799-78-5#~293363! 31.7 ~308! A @87/5#@99/16#

    @60/25#CCl2O phosgene @75-44-5#

    ~280341! 24.5 ~295! A @87/5#~240281! 25.7 ~266! A @87/5#~338410! 24.5 ~353! A @87/5#~406455! 24.4 ~421! A @87/5#~215248! 27.0 ~233! @48/2#~180273! 25.8 ~258! @47/5#

    CCl3F trichlorofluoromethane @75-69-4#~213301! 28.5 ~228! A @87/5#~213249! 28.2 ~234! A @87/5#~295363! 25.6 ~310! A @87/5#~357429! 24.7 ~372! A @87/5#~424468! 25.1 ~439! A @87/5#~237293! 27.3 ~251! @79/12#~237293! 27.1 ~276! @41/4#

    25.2 ~290! C @41/4#~244334! 26.4 ~259! @40/1#

    CCl3F2N N,N-difluoro-1,1,1-trichloromethylamine~252325! 33.4 ~267! I @87/5#@70/15#

    CCl3F2N N,1,1-trichloro-N,1-difluoromethylamine~273319! 27.8 ~296! @71/17#

    CCl3F2P difluoro~trichloromethyl!phosphine @1112-03-4#~289313! 32.5 ~301! A @87/5#

    CCl3NO trichloronitrosomethane @3711-49-7#~253333! 32.4 ~268! A @87/5#

    CCl3NO2 trichloronitromethane @76-06-2#~273333! 39.3 ~288! A @87/5#~301449! 38.5 ~316! A @87/5#@70/16#~247385! 40.0 ~262! @47/5#

    CCl4 carbon tetrachloride @56-23-5#~349416! 30.4 ~364! A @87/5#~412497! 29.2 ~427! A @87/5#~494555! 30.6 ~509! A @87/5#

    32.4 ~298! C @80/1#~262349! 33.7 ~277! A, EB @87/5#@72/6#~293351! 32.3 ~308! @59/2#~313338! 31.7 ~325! @53/1#

    CFIO carbonyl fluoride iodide~230292! 26.1 ~277! A @87/5#

    CFN cyanogen fluoride @1495-50-7#~201227! 22.4 ~214! A @87/5#@64/25#

    @70/16#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 529529ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    CFNO3S sulfuryl fluoride isocyanate @1495-51-8#~294335! 36.5 ~309! A @87/5#@99/16#

    CFNO6S2 pyrosulfuryl fluoride isocyanate @27931-74-4#~330405! 40.9 ~345! A @87/5#@99/16#

    CFN3O6 fluorotrinitromethane @1840-42-2#~274358! 34.2 ~289! A, T @87/5#@66/13#

    CF2N2OS cyanoimidosulfurylfluoride

    @19073-57-5#

    ~262354! 37.2 ~277! A @87/5#@99/16#CF2N2O4 difluorodinitromethane @1185-11-1#

    ~283310! 41.4 ~296! A @87/5#@73/25#CF2N2S N-cyano-S,S-difluorosulfilimine @14453-41-9#

    ~271320! 44.1 ~286! A @87/5#@99/16#CF2O carbonyl fluoride @353-50-4#

    ~159189! 20.0 ~174! A @87/5#CF2O4S fluoroformyl fluorosulfate @7519-54-2#

    ~250296! 27.3 ~281! A @87/5#@99/16#CF2S thiocarbonyl fluoride @420-32-6#

    ~133211! 19.2 ~196! A @87/5#@70/16#~178211! 17.4 ~196! A @87/5#@99/16#

    @62/33#CF3I iodotrifluoromethane @2314-97-8#

    ~188296! 22.5 ~281! A @87/5#@70/16#@48/7#

    CF3NO ~difluoroamino! carbonyl fluoride @2368-32-3#~143217! 21.6 ~202! A, MM @87/5#@65/23#

    CF3NO trifluoronitrosomethane @334-99-6#~141174! 17.1 ~159! A @87/5#

    CF3NOS S,S,-difluoro-N-~fluoroformyl!-sulfimine @3855-41-2#~220323! 37.3 ~235! A @87/5#@99/16#

    CF3NOS trifluoromethyl thionitrite~196215! 25.8 ~205! T @69/32#

    CF3NOS ~N-sulfinyl!-trifluoromethylamine @10564-49-5#~239289! 27.0 ~274! A @87/5#@99/16#

    CF3NO2 trifluoronitromethane @335-02-4#~238243! 21.6 ~240! A @87/5#

    CF3NO4 ~trifluoromethyl! peroxynitrate @50311-48-3#~193247! 24.8 ~232! A @87/5#

    CF3NO6S2 N-~fluoroformyl!-N,O-bis~fluorosulfonyl! hydroxylamine @19252-48-3#~325392! 36.3 ~340! A @87/5#@99/16#

    CF4 carbon tetrafluoride @75-73-0#~195227! 12.1 ~212! A @87/5#~89163! 12.3 ~148! A @87/5#~160197! 11.9 ~182! A @87/5#~116146! 12.4 ~131! @69/6#~93146! 12.8 ~131! @33/1#@87/5#

    CF4N2O fluoro~trifluoromethyl! diimidoxide @815-10-1#~233267! 27.7 ~252! A @87/5#

    CF4N2O3S2 carbonylbis~imidosulfuryl fluoride! @25523-80-2#~316331! 41.3 ~323! A @87/5#@99/16#

    CF4O hypofluorous acid trifluoromethyl ester @373-91-1#~153194! 15.5 ~179! A @87/5#@48/1#@Note: The table in Ref. @48/1# gives the temperatures in C; however, all of the equations andgraphs in the article suggest that the temperature should be in Kelvin. We have assumed that thetabulated temperatures are in Kelvin; the results closely correspond to the entry in Ref. @87/5#.#

    CF4OS trifluoromethyl sulfinyl fluoride @812-12-4#~204271! 22.7 ~256! A, I @87/5#@68/15#

    @70/16#@99/16#CF4O2 hydroperoxyfluoric acid trifluoromethyl ester @34511-13-2#

    ~156203! 18.7 ~188! A @87/5#CF4O2S trifluoromethane sulfonyl fluoride @335-05-7#

    ~226249! 23.4 ~237! A @87/5#@99/16#CF4O2S trifluoromethyl fluorosulfonate

    ~194269! 25.6 ~231! @60/15#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 530530 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    CF4O4S trifluoromethylperoxyfluorosulfonate~233286! 27.7 ~259! @60/15#

    CF4O5S2 fluorosulfonic acid trifluoromethane sulfonic acid anhydride @21595-44-8#~308338! 32.9 ~323! A @87/5#@99/16#

    CF4O6S2 trifluoromethyl fluorodisulfate~292351! 34.4 ~321! @60/15#

    CF5NO pentafluoromethoxyamine @4217-93-0#~167210! 18.5 ~195! A @87/5#@65/19#

    CF5OPS phosphorothionic difluoride, S-trifluoromethyl ester @52752-66-6#~293353! 23.1 ~323! @99/16#

    CF5OPS trifluoromethylthiosphoryl difluoride23.0 @74/38#

    CF5O3P trifluoromethoxyphosphoryl difluoride~225264! 27.4 ~245! @73/37#

    CF5O3P difluoroperoxyphosphoric acid trifluoromethyl ester @39125-42-3#~241280! 32.0 ~265! A @87/5#@73/37#

    CF5PS trifluoromethyl thiodifluorophosphine24.3 @74/38#

    CF6N2O2S2 N,N8-~difluoromethylene!bisimidosulfuryl fluoride @20094-83-1#~283308! 36.0 ~295! @68/21#

    CF6N2S2 difluoromethane bis~S,S-difluorosulfilimine! @17686-45-2#~230313! 36.0 ~245! A @87/5#@99/16#

    CF6PS difluoro~trifluoromethylthio!phosphine @52752-65-5#~293353! 22.3 ~323! @99/16#

    CF8OS pentafluoro~trifluoromethoxy! sulfur @1873-23-0#~217262! 24.4 ~247! A @87/5#@64/18#

    CF8S trifluoro~pentafluorothio!methane @373-80-8#~223252! 20.2 ~253! I @01/22#~205262! 23.8 ~247! A @87/5#@99/16#

    CF9NOS tetrafluoro~difluoroamino!~trifluoromethoxy! sulfur~257298! 28.7 ~272! A @87/5#@64/19#

    CF10O5S2 @m-~carbonodiperoxato!#decafluoro disulfur @60672-59-5#38.1 @76/31#

    CIN cyanogen iodide @506-78-5#~419426! 40.0 ~423! A @87/5#~298414! 58.3 ~313! @47/5#

    CN4O8 tetranitromethane @509-14-8#~286373! 43.1 ~301! A @87/5#~313373! 42.9 ~328! A @87/5#@84/9#

    @52/15#~273313! 46.6 ~288! @87/5#@84/9#

    @49/19#CO carbon monoxide @630-08-0#

    ~68108! 6.0 ~93! A @87/5#~6983! 6.0 ~81! @32/3#

    6.0 ~81! C @32/3#COS carbonyl sulfide @463-58-1#

    ~161284! 20.4 ~176! @99/16#~284379! 18.3 ~299! @99/16#~140224! 19.5 ~209! A @87/5#

    19.060.1 ~214! @39/5#~162224! 19.5 ~209! @37/2#

    CO2 carbon dioxide @124-38-9#~273304! 16.7 ~288! A @87/5#~216273! 16.4 ~258! A @87/5#~267303! 16.5 ~282! @72/6#~179198! 25.9 ~188! @56/1#

    CS2 carbon disulfide @75-15-0#~255354! 28.7 ~270! @99/16#~354552! 27.1 ~369! @99/16#~260353! 28.5 ~275! A @87/5#~338408! 27.4 ~353! A @87/5#~388497! 27.0 ~403! A @87/5#~490533! 28.7 ~505! A @87/5#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 531531ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~255318! 28.7 ~270! EB @72/6#@87/5#~277353! 28.1 ~292! EB @62/2#

    28.160.1 ~282! C @62/2#27.560.1 ~298! C @62/2#26.760.1 ~319! C @62/2#

    27.7 ~298! @61/25#~303358! 27.6 ~318! @46/4#

    CHBrF2 bromodifluoromethane @1511-62-2#~194259! 24.0 ~244! A @87/5#~194288! 24.7 ~209! @79/12#

    CHBr3 tribromomethane @75-25-2#46.160.1 ~298! C @72/41#

    ~320412! 42.3 ~335! EB @72/6#@79/12#~303373! 44.0 ~318! @41/7#@84/9#

    CHClF2 chlorodifluoromethane @75-45-6#~275327! 20.0 ~290! A @87/5#~170233! 21.3 ~218! A @87/5#~230275! 20.4 ~260! A @87/5#~324366! 20.1 ~339! A @87/5#~194310! 21.8 ~209! @79/12#~229236! 21.0 ~232! @64/2#

    20.2 ~232! C @57/18#CHCl2F dichlorofluoromethane @75-43-4#

    ~225282! 26.1 ~267! A @87/5#~279344! 25.3 ~294! A @87/5#~341399! 24.2 ~356! A @87/5#~397450! 24.1 ~412! A @87/5#~229236! U20.9 ~233! @64/2#~181282! 26.2 ~267! @47/5#~244317! 36.7 ~259! @40/1#

    CHCl2FO3S fluorosulfuric acid, dichloromethyl ester @42016-50-2#~275293! 36.2 ~284! A @87/5#@99/16#

    CHCl3 chloroform @67-66-3#~306427! 30.8 ~321! @95/16#~227269! 31.8 ~254! A @87/5#~333416! 30.4 ~348! A @87/5#~410481! 28.9 ~425! A @87/5#~479523! 30.1 ~494! A @87/5#

    31.1 ~298! C @80/1#~260333! 32.5 ~275! EB @72/6#~215334! 35.0 ~230! @47/5#~308333! 30.9 ~320! @38/5#

    CHFI2 diiodofluoromethane @1493-01-2#~299332! 32.9 ~314! A @87/5#@79/12#

    @70/16#CHFN2O4 fluorodinitromethane @7182-87-8#

    ~298338! 43.6 ~313! A @87/5#CHFO formyl fluoride @1493-02-3#

    ~178235! 24.4 ~220! A @87/5#@64/3#@70/16#

    CHF2I difluoroiodomethane @1493-03-4#~227287! 26.0 ~272! A @87/5#@79/12#

    @70/16#CHF3 trifluoromethane @75-46-7#

    ~138190! 18.1 ~175! A @87/5#~198298! 16.8 ~213! A @87/5#~146192! 18.0 ~177! @62/1#

    CHF3O2 trifluoromethyl hydroperoxide @16156-36-8#~248285! 30.9 ~270! A @87/5#

    CHF3O3S trifluoromethylsulfonicacid

    @1493-13-6#

    ~354435! 47.7 ~369! A @87/5#@99/16#CHF3S trifluoromethanethiol @1493-15-8#

    ~167236! 21.8 ~183! @99/16#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 532532 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~167236! 21.0 ~221! A @87/5#@99/16#CHF7S ~difluoromethyl! sulfur pentafluoride @420-67-7#

    ~221292! 27.5 ~237! @99/16#~221293! 25.6 ~278! A @87/5#@99/16#

    CHN hydrogen cyanide @74-90-8#~259299! 28.1 ~274! A @87/5#~298457! 27.8 ~313! A @87/5#~257315! 28.1 ~272! @75/10#~259294! 28.0 ~277! @34/5#~257319! 28.1 ~272! @26/1#~265300! 27.8 ~282! @26/8#~256319! 27.2 ~303! MM @26/9#

    CDN deuterium cyanide @3017-23-0#~182282! 26.2 ~267! @47/5#~265293! 27.6 ~279! @34/5#

    CHNO cyanic acid @420-05-3#~233268! 30.7 ~253! A @87/5#~197267! NA @38/2#

    CHNS thiocyanic acid @463-56-9#~278396! 28.0 ~293! A @87/5#

    CHN3O6 trinitromethane @517-25-9#~290317! 32.6 ~303! A @87/5#@67/25#

    CH2BrCl bromochloromethane @74-95-7#~226341! 42.0 ~241! A @87/5#~289341! 33.5 ~304! @59/1#@79/12#

    CH2Br2 dibromomethane @74-95-3#37.060.1 ~298! C @72/41#

    ~273373! 36.5 ~288! @79/12#~290409! 37.2 ~305! A, EST @87/5#@56/16#

    @70/16#~238371! 37.8 ~253! @47/5#

    CH2ClF chlorofluoromethane @593-70-4#~140264! 23.3 ~249! A @87/5#@70/16#

    CH2Cl2 dichloromethane @75-09-2#30.660.1 ~298! C @89/10#

    ~311383! 29.0 ~326! A @87/5#28.8 ~298! C @80/1#

    ~264311! 30.3 ~279! EB @72/6#~303313! 29.2 ~308! @60/3#~233313! 30.2 ~248! @48/5#

    NA @46/17#~186312! 29.4 @27/2#

    CH2F2 difluoromethane @75-10-5#~256321! 19.9 ~271! A @87/5#~191222! 21.2 ~207! A @87/5#~191258! 20.3 ~243! A @87/5#~316351! 20.3 ~331! A @87/5#~191221! 21.2 ~206! @68/5#~191242! 20.6 ~227! @68/5#

    CH2F3NS 1,1,1-trifluoromethanesulfenamide @1512-33-0#~218291! 34.1 ~276! A @87/5#@99/16#

    @60/24#CH2I2 diiodomethane @75-11-6#

    45.6 ~298! GC @94/19#49.0 ~298! C @87/4#

    ~293455! 48.8 ~307! @79/12#~356505! 45.4 ~371! A @87/5#@70/16#

    CH2O formaldehyde @50-00-0#~184251! 24.3 ~236! A @87/5#~173251! 24.2 ~236! @35/1#@87/5#

    CH2O2 formic acid @64-18-6#~300392! 35.2 ~315! EB @87/9#~283384! 36.0 ~298! A @87/5#

    monomer 20.160.1 ~298! C @70/8#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 533533ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    46.360.5 ~298! C @70/8#~310374! 35.2 ~325! @49/1#

    19.9 ~298! @41/10#29.6 ~303! @34/8#

    ~273373! 20.3 ~315! @30/8#~273373! 20.9 ~338! @30/8#

    20.4 ~315! C @30/8#21.1 ~338! C @30/8#

    ~273307! 36.8 ~288! @1894/1#~295374! 47.7 ~374! @1883/1#

    CH3Br methyl bromide @74-83-9#~223278! 25.8 ~238! @79/12#~201296! 24.6 ~281! A, EST @87/5#@61/13#~203277! 25.2 ~262! @47/1#~203278! 25.3 ~263! @38/3#

    CH3Cl methyl chloride @74-87-31#~247310! 22.0 ~262! A @87/5#~368416! 21.8 ~383! A @87/5#~308373! 21.0 ~323! A @87/5#~198278! 22.0 ~263! @48/5#~183250! 22.7 ~235! @47/1#~191249! 23.5 ~206! @46/4#~192249! 22.6 ~234! @40/2#

    20.1 ~293! C @26/6#CH3Cl2P dichloromethyl phosphine @676-83-5#

    ~229297! 35.5 ~282! A @87/5#@63/29#CH3F methyl fluoride @593-53-3#

    ~205242! 16.9 ~227! A @87/5#~240288! 16.9 ~273! A @87/5#~141208! 17.1 ~193! A, EST @87/5#@61/13#

    @70/16#~165217! 16.4 ~202! @87/5#@48/15#

    @84/9#~170197! 17.7 ~183! A @87/5#@19/1#

    @84/9#CH3F2N N,N-difluoromethylamine @753-58-2#

    ~203257! 23.5 ~242! A @87/5#22.9 ~257! @60/19#

    CH3F2NS methylimidosulfurous difluoride @758-20-3#~194258! 28.7 ~226! @99/16#~194258! 28.6 ~243! A @87/5#@99/16#

    CH3F2P difluoromethyl phosphine @753-59-3#~174236! 23.4 ~221! A @87/5#

    CH3F2OPS difluorothiophosphoric, S-methyl ester @25237-37-0#~236298! 31.2 ~251! A @87/5#@99/16#

    CH3F2PS2 difluorodithiophosphoric acid, methyl ester @21348-13-0#~253298! 39.0 ~268! A @87/5#@99/16#

    CH3F4NP2S2 N,N-bis~difluorothiophosphoryl! N-methylamine @25741-62-2#~273325! 38.7 ~288! A @87/5#@99/16#

    CH3I methyl iodide @74-88-4#~228337! 30.4 ~243! A @87/5#~315502! 26.5 ~330! A @87/5#~208227! 31.1 ~217! @82/17#~259314! 29.2 ~274! EB @72/6#@79/12#~218315! 30.4 ~233! @47/5#~273307! 28.2 ~288! @36/2#

    CH3NO formamide @75-12-7#~293377! 70.8 ~308! A @87/5#~415466! 61.2 ~430! A @87/5#

    60.2 ~298! A @85/7#@85/6#~343483! 64.0 ~358! @47/5#

    CH3NOS N-sulfinyl methanamine @4291-05-8#~252277! 31.8 ~264! A @87/5#@99/16#

    CH3NO2 methyl nitrite @624-91-9#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 534534 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~218273! 22.1 ~258! A @87/5#~154225! 26.2 ~190! @82/2#

    22.660.2 @58/19#CH3NO2 nitromethane @75-52-2#

    ~313353! 37.2 ~298! CGC @95/21#~405476! 35.2 ~420! A @87/5#@67/12#~328410! 36.8 ~343! A @87/5#@54/2#

    37.260.1 ~318! C @54/2#36.360.1 ~335! C @54/2#35.260.1 ~353! C @54/2#34.060.1 ~374! C @54/2#38.360.1 ~298! C @47/11#

    CH3NO3 methyl nitrate @598-58-3#~273303! 34.8 ~288! A @87/5#

    CH4 methane @74-82-8#~90120! 8.6 ~105! A @87/5#~115149! 8.4 ~134! A @87/5#~148189! 8.7 ~174! A @87/5#~91127! 8.6 ~112! @72/5#@84/9#~91190! 8.5 ~175! @72/5#

    8.1 ~137! @71/28#~100190! 8.6 ~175! @70/4#

    8.2 ~112! C @61/31#7.5 ~130! C @61/31#5.9 ~160! C @61/31#4.0 ~180! C @61/31#

    ~109189! 8.5 ~149! @61/31#8.560.1 ~99! @39/5#

    ~92110! 8.6 ~101! @21/1#@84/9#CH4F2NPS difluorothiophosphoric acid, N-methylamide @31411-30-0#

    ~273325! 39.1 ~288! A @87/5#@99/16#CH4N2 ammonium cyanide @12211-52-8#

    ~222305! 47.1 ~237! @47/5#CH4N2 methyl diazene @26981-93-1#

    ~195236! 27.5 ~221! A @87/5#CH4N2O2 ammonium carbamate

    ~247331! 54.1 ~262! @47/5#CH4O methanol @67-56-1#

    34.3 @99/32#~175273! 39.2 ~258! A @87/5#~338487! 36.9 ~353! A @87/5#~188228! 43.7 ~213! A @87/5#~224290! 38.9 ~275! A @87/5#~285345! 38.3 ~300! A @87/5#~335376! 37.0 ~350! A @87/5#~373458! 36.1 ~388! A @87/5#~453513! 35.1 ~468! A @87/5#

    32.7 ~373! C @86/17#28.1 ~423! C @86/17#20.6 ~473! C @86/17#7.4 ~510! C @86/17#

    ~316336! 37.5 ~331! EB @84/26#~243303! 37.8 ~298! @83/14#~288337! 38.3 ~303! @74/9#@84/9#~337383! 37.0 ~352! @73/26#

    37.460.1 ~298! C @73/13#36.760.1 ~313! C @73/13#36.260.1 ~323! C @73/13#35.660.1 ~333! C @73/13#35.360.1 ~338! C @73/13#34.760.1 ~343! C @73/13#35.260.1 ~338! C @73/3#35.660.1 ~331! C @73/3#36.260.1 ~321! C @73/3#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 535535ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    37.060.1 ~306! C @73/3#~275336! 38.7 ~290! EB @72/6#@87/5#

    37.4360.02 ~298! C @71/27#~288357! 38.3 ~303! EB @70/2#~353483! 36.3 ~368! @67/38#

    37.360.1 ~298! C @66/2#37.760.1 ~298! C @63/2#

    ~278323! 38.4 ~293! @60/5#CH4O2 methyl hydroperoxide @3031-73-0#

    ~253313! 37.7 ~268! A @87/5#@51/10#CH4O3S methanesulfonic acid @75-75-2#

    ~395440! 73.9 ~410! A @87/5#@99/16#CH4S methyl mercaptan @74-93-1#

    ~208298! 27.2 ~223! @99/16#~267359! 25.2 ~359! A @87/5#~221283! 25.7 ~268! A @87/5#~345424! 23.7 ~360! A @87/5#~414470! 24.2 ~429! A @87/5#

    23.8 ~298! @71/28#~222279! 25.8 ~264! @87/5#@42/1#

    CH5N methylamine @74-89-5#~319381! 24.8 ~334! A @87/5#~373430! 23.5 ~388! A @87/5#~263329! 26.1 ~278! A @87/5#~223273! 27.2 ~258! A @87/5#@70/16#~190267! 27.4 ~252! @37/10#@84/9#

    CH5NO N-methylhydroxylamine @593-77-1#~293338! 49.7 ~308! A @87/5#@70/16#~313338! 49.3 ~325! A @87/5#@57/4#

    @84/9#CH5NO O-methylhydroxylamine @67-62-9#

    ~228322! 36.9 ~243! A @87/5#~210321! 38.0 ~225! @57/4#@84/9#

    CH6ClN methylamine hydrochloride @593-51-1#~518593! 114.5 ~533! A @87/5#

    CH6N2 methylhydrazine @60-33-4#~274299! 41.8 ~286! A @87/5#@51/1#

    C2BrCl2F3O4 perchloric acid, 1,2,2-trifluoro-1-chloro-2-bromoethyl ester @38217-36-6#~273294! 42.5 ~283! A @87/5#@73/19#

    C2BrCl3O trichloroacetyl bromide @34069-94-8#~265416! 42.6 ~280! A @87/5#@47/5#

    C2BrF3 bromotrifluoroethylene @598-73-2#~260340! 25.0 ~275! A @87/5#

    C2BrF5O3S 2-bromotetrafluoroethyl fluorosulfate~273298! 33.2 ~285! @63/17#

    C2BrF9S pentafluoro~1-bromo-1,2,2,2-tetrafluoroethyl! sulfur @63011-81-4#~294330! 30.7 ~309! A @87/5#@99/16#

    C2Br2ClF3 2-chloro-1,2-dibromo-1,1,2-trifluoroethane @354-51-8#~343428! 31.4 ~358! A @87/5#

    35.060.1 ~298! C @81/13#34.260.1 ~313! C @81/13#33.560.1 ~328! C @81/13#32.660.1 ~343! C @81/13#31.660.1 ~358! C @81/13#

    C2Br2F4 1,2-dibromotetrafluoroethane @124-73-2#~283357! 28.5 ~298! A @87/5#~354443! 26.9 ~369! A @87/5#~440488! 27.1 ~455! A @87/5#

    28.460.1 ~298! C @81/13#27.560.1 ~313! C @81/13#26.560.1 ~328! C @81/13#

    ~246295! 30.0 ~280! @87/5#@70/16#C2ClFN2 cis chloro~fluoroimino!acetonitrile @30915-40-3#

    ~254320! 31.7 ~269! A @87/5#@71/19#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 536536 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    C2ClFN2 trans chloro~fluoroimino!acetonitrile @30915-39-0#~257320! 32.7 ~272! A @87/5#@71/19#

    C2ClF2NO2 chloro~fluorocarbonyl!carbamic fluoride @42016-33-1#36.8 ~376! @73/21#

    C2ClF3 chlorotrifluoroethylene @79-38-9#~206262! 21.8 ~247! A @87/5#~298379! 20.2 ~313! A @87/5#~206263! 21.7 ~248! @51/2#~195250! 21.9 ~235! @33/2#

    C2ClF3O2 chloroformic acid, trifluoromethyl ester @23213-83-4#~195273! 24.1 ~258! A @87/5#

    C2ClF3O4S difluorochloroacetic acid, fluorosulfuric acid anhydride @6069-32-5#~265352! 39.8 ~280! A @87/5#@66/15#

    @99/16#C2ClF4NO chloro~trifluoromethyl!carbamic fluoride @42016-31-9#

    28.9 ~310! @73/21#C2ClF4NO4S fluorosulfuric acid, chloro~trifluoromethyl!carbamic acid anhydride @42016-34-2#

    28.5 ~398! @73/21#C2ClF5 chloropentafluoroethane @76-15-3#

    ~262317! 19.7 ~277! A @87/5#~234265! 20.1 ~250! A @87/5#~312353! 19.7 ~327! A @87/5#~178234! 20.9 ~219! @66/4#~176235! 20.9 ~220! A @87/5#@55/1#

    19.460.1 ~234! C @55/1#C2ClF5O hypochlorous acid, pentafluoroethyl ester @22675-67-8#

    ~193248! 25.0 ~233! A @87/5#@73/22#C2ClF5OS pentafluoroethanesulfinyl chloride @39937-08-1#

    ~273338! 32.7 ~288! A @87/5#@64/22#@99/16#

    C2ClF5O3S 2-chlorotetrafluoroethyl fluorosulfate~248330! 32.9 ~289! @63/17#

    C2ClF5O6S2 1,2,2-trifluoro-1-chloro-1,2-ethanediol bis~fluorosulfate! @1957-17-1#~308406! 53.2 ~323! A @87/5#@99/16#

    C2ClF6NOS ~pentafluoroethyl!imidosulfurous chloride fluoride @74366-11-3#35.6 ~326! I @80/10#

    C2ClF6P bis~trifluoromethyl! chlorophosphine @650-52-2#~193273! 27.8 ~258! @64/4#@84/9#

    C2ClF6PS2 chloro bis~trifluoromethylthio!phosphine~293373! 33.0 ~333! @60/25#

    C2ClF9NP @bis~trifluoromethyl!amino#trifluorochlorophosphorous~V!~223273! 26.4 ~248! @66/23#

    C2ClF9S 2-chlorotetrafluoroethylsulfur pentafluoride @646-63-9#28.3 ~320! @61/21#@99/16#

    C2Cl2F2 1,2-dichloro-1,2-difluoroethylene @598-88-9#~191294! 27.9 ~279! A @87/5#~240294! 27.2 ~279! @33/3#

    C2Cl2F2N2 dichloro~difluoroamino!acetonitrile @30913-21-4#~238341! 26.8 ~253! A @87/5#@71/19#

    C2Cl2F2O fluorodichloroacetyl fluoride @354-18-7#~208273! 21.8 ~258! A @87/5#

    C2Cl2F3NO N,N8-dichloro-2,2,2-trifluoroacetamide @32751-03-4#40.9 @72/40#

    C2Cl2F3NOS S,S-dichloro-N-~trifluoroacetyl! sulfilimine @24433-67-8#~306333! 44.2 ~319! A @87/5#@69/22#

    @99/16#C2Cl2F3NO2S ~trifluoromethyl!sulfonyl carbonimidic dichloride @51587-33-8#

    ~312405! 44.1 ~327! A @87/5#@99/16#C2Cl2F4 1,1-dichloro-1,2,2,2-tetrafluoroethane @374-07-2#

    ~231373! 23.5 ~246! A @87/5#@70/16#23.2 ~233! BG @55/20#22.5 ~273! BG @55/20#20.8 ~313! BG @55/20#17.7 ~353! BG @55/20#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 537537ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    C2Cl2F4 1,2-dichloro-1,1,2,2-tetrafluoroethane @76-14-2#~277391! 24.3 ~292! A @87/5#~210277! 25.1 ~262! A @87/5#~178277! 25.3 ~261! @47/5#

    C2Cl2F4O4 perchloric acid, 1,1,2,2-tetrafluoro-2-chloroethyl ester @38126-28-2#~249294! 32.6 ~279! A @87/5#@73/19#

    C2Cl2F5NS S,S-dichloro-N-~pentafluoroethyl! sulfilimine @10564-48-4#~297375! 37.4 ~312! A @87/5#@99/16#

    C2Cl2F8NP @bis~trifluoromethyl!amino#difluorodichlorophosphorous ~V!~262305! 32.9 ~293! @66/33#

    C2Cl3F3 1,1,1-trichloro-2,2,2-trifluoroethane @354-58-5#28.160.1 ~298! C @80/9#27.260.1 ~313! C @80/9#26.360.1 ~328! C @80/9#

    ~297319! 28.9 ~308! @80/9#~286310! 29.2 ~298! A @87/5#@63/6#

    C2Cl3F3 1,1,2-trichloro-1,2,2-trifluoroethane @76-13-1#~273319! 28.3 ~288! A @87/5#~238364! 30.9 ~253! A @87/5#~360473! 26.9 ~375! A @87/5#~297317! 28.8 ~307! A @87/5#

    28.460.1 ~298! C @80/9#27.560.1 ~313! C @80/9#26.660.1 ~328! C @80/9#28.260.4 ~298! @74/5#

    ~273318! 28.2 ~288! @63/6#~248356! 30.8 ~263! @40/1#~243353! NA @39/7#

    C2Cl3F3 trichlorotrifluoroethane~248352! 30.5 ~263! @38/4#

    C2Cl3F3O4 perchloric acid, 1,2,2-trifluoro-1,2-dichloroethyl ester @38126-27-1#~273296! 26.9 ~284! A @87/5#

    C2Cl3N trichloroacetonitrile @545-06-2#~289357! 35.1 ~304! A @87/5#@70/16#~289356! 34.7 ~304! @54/4#

    C2Cl4 tetrachloroethylene @127-18-4#~307393! 38.4 ~322! @95/13#~310393! 38.7 ~325! A @87/5#@72/6#~300380! 38.9 ~315! @70/3#@84/9#~333373! 37.6 ~348! @67/30#

    39.660.1 ~298! C @60/1#C2Cl4F2 1,2-difluorotetrachloroethane @76-12-0#

    34.660.1 ~308! C @92/11#34.160.1 ~315! C @92/11#33.660.1 ~323! C @92/11#33.160.1 ~330! C @92/11#32.660.1 ~338! C @92/11#

    ~301365! 36.6 ~316! A @87/5#~235293! 36.4 ~278! A @87/5#~312362! 34.0 ~327! A @87/5#~283364! 32.7 ~298! @33/4#

    C2Cl4F2O3S 2-fluorotetrachloroethyl fluorosulfate~311437! 42.0 ~329! @63/17#

    C2Cl4F2O4 perchloric acid, 1,2-difluoro-1,2,2-trichloroethyl ester @38126-29-3#~273294! 30.2 ~283! A @87/5#@73/19#

    C2Cl4F4N2 1,2-bis~dichloroamino!tetrafluoroethane43.1 @72/40#

    C2Cl4F6OS pentafluoro~2-fluoro-1,1,2,2-tetrachloroethoxy!sulfur @762-90-3#~314418! 42.8 ~329! A @87/5#@62/19#

    C2Cl4O tetrachloroethylene oxide @16650-10-5#~308348! 36.9 ~323! A @87/5#

    C2Cl4O trichloroacetyl chloride @76-02-8#~305393! 38.3 ~320! A @87/5#@59/1#

    @70/16#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 538538 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    C2Cl6 hexachloroethane @67-12-11#~460513! 40.3 ~475! A @87/5#~345460! 51.2 ~360! A @87/5#@70/16#~305458! 53.7 ~320! @47/5#

    C2D4O ethylene oxided4 oxide @6552-57-4#~230273! 27.6 ~258! @52/2#@84/9#

    C2FNO2 fluorocarbonyl isocyanate @15435-14-0#~228264! 33.5 ~249! A @87/5#@67/31#

    C2F2N2O difluorocarboncyamidic amide @32837-63-1#29.7 ~383! @73/23#

    C2F2N2O2 difluorocarbonisocyantidic amide @32837-64-2#33.9 ~327! @73/23#

    C2F2N4O8 1,2-difluoro-1,1,2,2-tetranitroethane @20165-39-3#~297323! 62.8 ~310! A @87/5#@73/25#

    C2F2O2 oxalyl fluoride @359-40-0#~264272! 29.7 ~268! @87/5#

    C2F2O4 bis~fluorocarbonyl!peroxide @692-74-0#~226266! 30.6 ~251! @62/3#@84/9#

    C2F3N trifluoroacetonitrile @353-85-5#~151206! 19.3 ~191! A @87/5#~141203! 19.2 ~188! A @87/5#~197241! 18.5 ~226! A @87/5#~282336! 17.4 ~309! A @87/5#~272311! 17.4 ~287! A @87/5#~142206! 19.2 ~191! @61/2#

    C2F3NO trifluoromethyl isocyanate @460-49-1#~195228! 22.5 ~213! A @87/5#

    C2F3NO trifluoronitrosoethylene @2713-04-4#~247250! 25.7 ~248! A @87/5#

    C2F3NOS trifluoromethanesulfinyl cyanide @61951-27-7#40.2 ~352! I @77/17#

    C2F3NOS trifluoromethylsulfenyl isocyanate @691-03-2#~231293! 27.9 ~278! A @87/5#@99/16#

    @63/42#C2F3NO2S 2,2,2-trifluoro-N-sulfinylacetamide @26454-68-2#

    ~267302! 36.4 ~282! A @87/5#@99/16#C2F3NO2S2 trifluoromethanesulfonyl isothiocyanate @51587-30-5#

    ~297385! 41.0 ~312! A @87/5#@99/16#C2F3NO3S trifluoromethanesulfonyl isocyanate @30227-06-6#

    ~275345! 36.9 ~290! A @87/5#@99/16#C2F3NS thiocyanic acid, trifluoromethyl ester @690-24-4#

    ~226294! 32.6 ~279! A @87/5#@99/16#@63/42#

    C2F3N3O6 1,1,2-trifluoro-1,2,2-trinitroethane @20165-38-2#~313353! 57.7 ~328! A @87/5#@73/25#

    C2F4 tetrafluoroethylene @116-14-3#~197273! 16.8 ~258! A @87/5#~273306! 16.6 ~288! A @87/5#~142208! 18.6 ~193! A @87/5#@53/2#

    @84/9#C2F4N2 tetrafluoroaminoacetic, nitrile @5131-88-4#

    ~193238! 23.9 ~223! A @87/5#C2F4N2O3 1,1,2,2-tetrafluoro-1-nitro-2-nitrosoethane @679-08-3#

    ~233293! 28.8 ~278! A @87/5#C2F4N2O4 1,1,2,2-tetrafluoro-1,2-dinitroethane @356-16-1#

    ~303343! 67.8 ~323! @73/25#~259333! 34.7 ~274! A, I @87/5#@57/19#

    C2F4N2O6S2 1,2-bis~fluoroformyl!-1,2-bis~fluorosulfonyl!hydrazine @19252-50-7#~273296! 49.8 ~284! A @87/5#@99/16#

    C2F4O trifluoroacetyl fluoride @354-34-7#~161215! 20.9 ~200! A @87/5#@72/2#

    C2F4O2S trifluoroethylene sulfonyl fluoride @684-106#~270313! 27.0 ~285! A @87/5#@99/16#

    C2F4O3 fluoroperoxyformic acid, trifluoromethyl ester @16118-40-4#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 539539ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~194249! 27.3 ~234! A @87/5#C2F4O4S trifluoroacetyl fluorosulfate @5762-53-8#

    ~262321! 34.3 ~277! A @87/5#@66/17#~250320! 34.9 ~265! @66/4#

    C2F4S2 perfluoro-1-3-dithietane29.2 @73/38#

    C2F5I pentafluoroiodoethane @354-64-3#~248283! 20.8 ~268! A @87/5#

    C2F5NO pentafluoroacetamide @32822-49-4#23.8 ~252! HG @71/18#

    C2F5NO pentafluoronitrosoethane @354-72-3#~193227! 20.9 ~212! A @87/5#

    C2F5NOS carbamothioic acid, difluoro-S-~trifluoromethyl! ester @32837-66-4#23.0 ~315! @73/23#

    C2F5NOS S,S-difluoro-N-~trifluoroacetyl! sulfilimine @24433-65-6#~240282! 34.4 ~267! A @87/5#@69/22#

    @99/16#C2F5NOS 1,1,1-trifluoro-N-~fluoroformyl!methanesulfinimidyl fluoride @28103-61-9#

    ~276323! 38.9 ~291! A @87/5#@99/16#C2F5NOS 1,1,2,2,2-pentafluoro-N-sulfinyl ethylamine @10564-50-8#

    ~245303! 29.0 ~260! A @87/5#@99/16#C2F5NO4S ~fluorosulfonyl!~trifluoromethoxy!carbamoyl fluoride @19252-49-4#

    ~277290! 30.3 ~283! @99/16#C2F5N3O3 fluoro~1,1,2,2-tetrafluoro-2-nitroethyl!-2-diimide oxide @755-68-0#

    ~257350! 38.0 ~272! A @87/5#C2F6 hexafluoroethane @76-16-4#

    ~172200! 17.3 ~186! A @87/5#~180196! 17.1 ~188! @48/3#

    C2F6IN N-iodo-bis~trifluoromethyl!amine @5764-87-4#~261318! 28.5 ~276! A @87/5#

    C2F6IP bis~trifluoromethyl!phosphinous iodide @359-64-8#~273320! 33.2 ~288! @64/4#@84/9#

    C2F6N2 hexafluoroazomethane @372-63-4#~205242! 22.9 ~227! A @87/5#

    C2F6N2O hexafluoroazoxymethane @371-56-2#~274281! 27.2 ~277! A @87/5#

    C2F6N2O2 1,1,1-trifluoro-N-~nitrosooxy!-N-~trifluoromethyl!methanamine @359-75-1#~245285! 26.8 ~270! A @87/5#

    C2F6N2O2 N-nitroso-O,N-bis~trifluoromethyl!hydroxylamine~272283! 25.4 ~277! A @87/5#

    C2F6OS bis~trifluoromethyl!sulfoxide @30341-37-8#~248303! 27.9 ~263! A @87/5#@99/16#

    C2F6OS pentafluoroethyl sulfinyl fluoride @20621-31-2#~234293! 28.5 ~278! A, I @87/5#@68/15#

    @99/16#C2F6OS2 S-trifluoromethyl-~trifluoromethyl!thiosulfinate @63548-94-7#

    ~293353! 30.7 ~323! @99/16#C2F6OS2 methanesulfonothioic acid, trifluoro-S-~trifluoromethyl! ester

    27.8 ~329! I @76/18#C2F6O2S perfluoroethyl fluorosulfate

    ~250300! 28.8 ~275! @63/17#C2F6O3 bis~trifluoromethyl! trioxide @17118-18-9#

    ~193248! 24.3 ~233! A @87/5#C2F6O3S trifluoromethanesulfonic acid, trifluoromethyl ester @3582-05-6#

    ~238294! 29.4 ~252! @99/16#~238294! 27.6 ~279! A @87/5#@65/18#

    C2F6O4S bis~trifluoromethyl!sulfate~219304! 28.7 ~262! @60/15#

    C2F6O5S peroxysulfuric acid, bis~trifluoromethyl! ester @41765-14-4#~253319! 32.0 ~268! @99/16#

    C2F6O6S2 tetrafluoroethylene glycol, bis~fluorosulfate! @1479-53-4#~295378! 43.7 ~310! A @87/5#@70/16#

    @99/16#C2F6O7S2 bis~trifluoromethyl! disulfateJ. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 540540 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~328357! 38.3 ~342! @60/15#C2F6S bis~trifluoromethyl! sulfide @371-78-8#

    23.6 @52/22#C2F6S2 bis~trifluoromethyl! disulfide @372-64-5#

    28.8 @52/22#C2F7N perfluorodimethylamine @359-62-6#

    ~199230! 21.4 ~215! A @87/5#~203233! 18.6 ~218! A @87/5#@49/27#

    C2F7N perfluoroethylamine @354-80-3#~171236! 20.8 ~221! A @87/5#@70/16#

    C2F7NOS ~pentafluoroethyl!imidosulfuryl fluoride @59617-28-6#30.7 @76/29#

    C2F7NO3S fluorosulfuric acid, 1,1,2,2-tetrafluoro-2-~difluoroamino!ethyl ester @4188-34-5#~276326! 31.1 ~291! A @87/5#@99/16#

    C2F7NO12S4 fluorosulfuric acid, 1-@bis@~fluorosulfonyl!oxo#amino#-2,2,2-trifluoro-ethylidene ester @53684-02-9#43.4 ~418! @75/21#

    C2F8NOP @bis~difluoromethyl!amino# difluorophosphine oxide~233278! 30.4 ~255! @66/33#

    C2F8NOP phosphorous bis~trifluoromethyl!nitroxide difluoride28.0 ~288! @73/24#

    C2F8OS difluorooxo-bis-~trifluoromethyl! sulfur @33716-15-3#~239299! 22.4 ~254! A @87/5#@99/16#

    28.4 @71/34#C2F8OS pentafluoro~trifluoroacetyl! sulfur @82390-51-0#

    ~162290! 26.6 ~177! @99/16#C2F8O3S pentafluoro ~trifluoroethaneperoxoato! sulfur @60672-61-9#

    28.0 @76/31#C2F8S trifluorovinyl sulfur pentafluoride @1186-51-2#

    25.1 ~292! @61/21#C2F8S difluoro bis~trifluoromethyl! sulfur @30341-38-9#

    28.8 @71/34#C2F10OS pentafluoro~pentafluoroethoxy! sulfur

    ~245287! 27.6 ~272! A @87/5#@62/19#C2F10O2S tetrafluorobis~trifluoromethoxy! sulfur @2004-38-8#

    ~246302! 29.9 ~261! A @87/5#@64/18#C2F10O3S ~trifluoromethoxy!@~trifluoromethyl!dioxy# sulfur tetrafluoride @41938-43-6#

    ~255317! 32.5 ~270! @99/16#C2F10O3S2 pentafluoro@1,2,2,2-tetrafluoro-1-@~fluorosulfonyl!oxy#ethyl# sulfur @68010-32-2#

    34.8 @78/23#C2F10S trans tetrafluorobis~trifluoromethyl! sulfur @42179-02-2#

    ~233293! 23.3 ~278! A @87/5#@99/16#C2F11NS @bis~trifluoromethyl!amino# sulfur pentafluoride @13888-13-6#

    ~233306! 29.3 ~248! A @87/5#@66/21#@99/16#

    C2F12S2 perfluoro-1,3-dithietane octafluoride35.6 @73/38#

    C2N2 cyanogen @460-19-5#~240253! 24.5 ~246! A @87/5#~246273! 23.9 ~257! @25/1#~246273! 23.5 ~267! @25/1#

    C2HBr bromoacetylene @593-61-3#~214273! 25.6 ~273! A @87/5#

    C2HBrClF3 2-bromo-2-chloro-1,1,1-trifluoroethane @151-67-7#~298323! 30.0 ~310! A @87/5#

    29.660.3 ~298! @81/5#29.660.1 ~298! C @80/9#28.760.1 ~313! C @80/9#27.860.1 ~328! C @80/9#26.860.1 ~343! C @80/9#

    ~227318! 34.3 ~242! @65/6#~222329! 33.2 ~237! A @87/5#@63/7#

    @70/16#C2HBrClF3 1-bromo-2-chloro-1,1,2-trifluoroethane @354-06-3#

    30.060.1 ~298! C @81/13#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 541541ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    29.060.1 ~313! C @81/13#28.160.1 ~328! C @81/13#27.260.1 ~343! C @81/13#

    C2HBrF8S ~1-bromo-2,2,2-trifluoroethyl!sulfur pentafluoride @82390-50-9#32.0 @82/19#

    C2HBr2FO2 dibromofluoroacetic acid @353-99-1#~403468! 60.2 ~418! A @87/5#

    C2HBr3O tribromoacetaldehyde @115-17-3#~291447! 47.8 ~306! A @87/5#@47/5#

    C2HCl chloroacetylene @593-63-5#~204238! 21.8 ~223! A @87/5#

    C2HClF2 1,1-difluoro-2-chloroethene @359-10-4#23.5 ~233! BG @55/20#21.4 ~273! BG @55/20#18.5 ~313! BG @55/20#14.1 ~353! BG @55/20#

    C2HClF6OS trans @~2-chloro-2-fluorovinyl!oxy# sulfur pentafluoride @20407-78-7#36.8 @68/17#

    C2HClF6OS cis @~2-chloro-2-fluorovinyl!oxy# sulfur pentafluoride @20407-79-8#34.3 @68/17#

    C2HClF8OS ~2-chloro-1,2,2-trifluoroethoxy! sulfur pentafluoride @20334-47-8#33.3 @68/17#

    C2HClF12O2S @~2-chloro-2,2-difluoroethylidiene!dioxy#bis~pentafluoro!sulfur @20563-90-0#39.0 @68/17#

    C2HClF8S ~1,1,2-trifluoro-2-chloroethyl! sulfur pentafluoride @22756-13-4#~279323! 30.2 ~294! A @87/5#@99/16#

    C2HCl2F3 1,1,1-trifluoro-2,2-dichloroethane @306-83-2#26.660.3 ~298! @02/1#

    ~243448! 28.7 ~258! MM @92/19#C2HCl2F3 1,1,2-trifluoro-1,2-dichloroethane @354-23-4#

    26.860.3 ~298! @02/1#C2HCl3 trichloroethylene @79-01-6#

    ~297360! 34.2 ~313! @95/14#34.560.1 ~298! C @80/1#

    ~280428! 34.6 ~295! @87/5#@70/16#~290359! 36.2 ~305! @44/1#~298360! 35.6 ~313! @12/1#@84/9#

    C2HCl3F2O3S fluorosulfuric acid, 2-fluoro-1,1,2-trichloroethyl ester @42087-88-7#~317353! 36.6 ~332! A @87/5#@99/16#

    C2HCl3O trichloroacetaldehyde @75-87-6#~235371! 36.6 ~250! A @87/5#@47/5#

    C2HCl3O2 trichloroacetic acid @76-03-9#~326473! 65.0 ~341! A @87/5#@70/16#~385470! 57.2 ~400! @59/1#

    C2HCl4FS ~dichloromethyl!~fluorodichloromethyl! sulfide~322352! 46.5 ~337! A @87/5#@99/16#

    C2HCl5 pentachloroethane @76-01-7#~274434! 40.9 ~289! A @87/5#~298435! 45.5 ~313! @30/1#

    C2HF3O2 trifluoroacetic acid @76-05-1#~285345! 35.9 ~300! A @87/5#@62/4#

    @70/16#@84/9#C2HF5 pentafluoroethane @354-33-6#

    22.8 ~175! C @99/26#21.9 ~190! C @99/26#20.9 ~205! C @99/26#20.3 ~215! C @99/26#

    C2HF5O pentafluorodimethyl ether @3822-68-2#~216238! 22.3 ~239! I @01/22#~229331! 19.3 ~260! EB @96/6#~229331! 17.6 ~280! EB @96/6#~229331! 15.6 ~300! EB @96/6#~240313! 20.4 ~255! A @92/12#

    C2HF6NOS S,S-bis~trifluoromethyl!sulfoximine @34556-22-4#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 542542 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    35.1 ~346! I @72/25#C2HF6NS2 bis~trifluoromethane! sulphenimide

    ~243293! 36.5 ~268! @60/24#C2HF6OPS bis~trifluoromethyl! thiophospinic acid @35814-49-4#

    ~283324! 38.3 ~298! A @87/5#C2HF6PS bis~trifluoromethyl!~mercapto!phosphine

    ~269304! 30.7 ~286! @64/31#C2HF6PS2 bis~trifluoromethyl! thiophosphinous acid @1486-19-7#

    ~217280! 32.9 ~265! A @87/5#@99/16#C2HF7S ~2,2-difluoroethenyl! pentafluoro sulfur @58636-78-5#

    27.7 @78/23#C2HF9S pentafluoro ~1,2,2,2-tetrafluoroethyl! sulfur @63011-80-3#

    28.0 @78/23#C2H2 acetylene @74-86-2#

    ~258308! 16.3 ~273! A @87/5#~192308! 16.7 ~207! A @87/5#~192225! 16.7 ~210! A @87/5#

    17.0 ~214! @71/28#~215308! 16.4 ~230! @64/15#~193207! 16.8 ~200! @56/1#@84/9#

    C2H2Br2 cis 1,2-dibromoethylene @590-11-4#~299351! 40.6 ~314! A @87/5#@50/2#

    @70/16#C2H2Br2 trans 1,2-dibromoethylene @590-12-5#

    ~277344! 35.2 ~310! A @87/5#@70/16#~277343! 42.9 ~292! @50/2#@84/9#

    C2H2Br2Cl2 1,2-dibromo-1,1-dichloroethane @75-81-0#~354519! 45.9 ~369! A @87/5#@70/16#

    C2H2Br2Cl2 1,2-dibromo-1,2-dichloroethane @683-68-1#~320379! 45.9 ~335! A @87/5#

    C2H2Br4 1,1,1,2-tetrabromoethane @630-16-0#~331473! 61.5 ~346! A @87/5#@47/5#

    C2H2Br4 1,1,2,2-tetrabromoethane @79-27-6#~413573! 56.9 ~428! A @87/5#@70/16#

    C2H2ClFO chloroacetyl fluoride @359-14-8#~273333! 38.0 ~288! A, GS @87/5#@48/14#

    @70/16#C2H2ClFO fluoroacetyl chloride @359-06-8#

    ~273333! 36.7 ~288! A, GS @87/5#@48/14#@70/16#

    C2H2ClF3O2S chlorosulfurous acid, 2,2,2-trifluoroethyl ester @57169-80-9#36.0 @75/41#

    C2H2ClF7S ~2-chloro-2,2-difluoroethyl!pentafluoro sulfur @68010-35-5#32.9 @78/23#

    C2H2Cl2 1,1-dichloroethylene @75-35-4#~245305! 28.4 ~260! A @87/5#@59/2#

    @70/16#C2H2Cl2 cis 1,2-dichloroethylene @156-59-2#

    ~332495! 29.3 ~347! A @87/5#~273334! 31.5 ~288! A @87/5#@70/16#~292335! 31.6 ~307! @51/3#~273356! 31.8 ~288! @47/4#

    C2H2Cl2 trans 1,2-dichloroethylene @156-60-5#~321473! 29.0 ~336! A @87/5#~273319! 30.1 ~288! @83/2#~263323! 30.4 ~278! @87/5#@70/16#~235358! 31.4 ~250! @47/4#

    C2H2Cl2F2 1,2-dichloro-1,1-difluoroethane @1649-08-7#~323493! 27.8 ~338! A @87/5#

    C2H2Cl2F6OS ~1,2-dichloro-2-fluoroethoxy!pentafluoro sulfur @20334-44-5#~temperature not given! 38.8 @68/17#

    C2H2Cl2F6OS ~2,2-dichloro-2-fluoroethoxy!pentafluoro sulfur @20334-45-6#~temperature not given! 38.5 @68/17#

    C2H2Cl2O chloroacetyl chloride @79-04-9#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 543543ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~253379! 45.0 ~268! A @87/5#@70/16#~301380! 40.8 ~316! @59/1#~290373! 44.1 ~305! @35/5#

    C2H2Cl2O2 dichloroacetic acid @79-43-6#~317468! 55.7 ~332! A @87/5#@47/5#

    C2H2Cl4 1,1,1,2-tetrachloroethane @630-20-6#45.760.1 ~298! C @80/1#

    ~316447! 40.1 ~331! A @87/5#@70/16#~332403! 39.2 ~347! @49/1#

    C2H2Cl4 1,1,2,2-tetrachloroethane @79-34-5#~377419! 40.4 ~392! A @87/5#~371419! 40.8 ~394! @84/20#~377418! 40.1 ~398! @78/21#

    39.0 ~415! @77/30#45.860.2 ~298! C @72/41#

    ~328464! 41.9 ~343! A @87/5#@70/16#~298403! 47.7 ~313! @50/1#~304419! 45.7 ~319! @30/1#

    C2H2Cl4S bis~dichloromethyl! sulfide @51174-93-7#~355462! 47.6 ~370! A @87/5#

    C2H2FN fluoroacetonitrile @503-20-8#~273333! 38.1 ~288! A, GS @87/5#@48/14#

    @70/16#C2H2F2 1,1-difluoroethene @75-38-7#

    13.2 ~233! BG @55/20#9.5 ~273! BG @55/20#

    C2H2F4 1,1,1,2-tetrafluoroethane @811-97-2#~221246! 23.7 ~249! I @01/22#

    26.4 ~180! @98/24#25.0 ~200! @98/24#23.8 ~220! @98/24#22.7 ~240! @98/24#

    ~279363! 22.0 ~294! @92/16#C2H2F4O2S fluorosulfurous acid, 2,2,2-trifluoroethyl ester

    33.6 @75/41#C2H2F6P2 1,2-bis-~trifluoromethyl! diphosphine @462-57-7#

    ~233292! 33.8 ~277! A, SG @87/5#@58/10#C2H2F8S pentafluoro ~2,2,2-trifluoroethyl! sulfur @65227-29-4#

    29.3 @78/23#C2H2I2 cis 1,2-diiodoethylene @590-26-1#

    ~302425! 46.5 ~317! A @87/5#@70/16#~302424! 47.3 ~317! @50/2#

    C2H2I2 trans 1,2-diiodoethylene @590-27-2#~350403! 42.3 ~365! A @87/5#@70/16#~350403! 43.8 ~365! @50/2#

    C2H2O ketene @463-51-4#~159224! 20.460.1 ~209! A, MM @87/5#@69/7#

    C2H3Br vinyl bromide @593-60-2#~224319! 27.3 ~239! A @87/5#@70/16#~186289! 24.8 ~274! @37/4#@84/9#~207285! 26.9 ~270! @34/1#@84/9#

    C2H3BrO acetyl bromide @506-96-7#~289334! 29.5 ~304! A @87/5#~275333! 31.4 ~290! @69/3#

    C2H3BrO2 bromoacetic acid @79-08-3#~327481! 57.2 ~342! A @87/5#

    C2H3Br3 1,1,2-tribromoethane @78-74-0#~368511! 50.5 ~383! A @87/5#@70/16#~305461! 52.9 ~321! @47/5#

    C2H3Cl vinyl chloride @75-01-4#~243288! 22.7 ~265! @67/35#~213273! 22.9 ~258! @67/11#~209260! 23.3 ~245! A @87/5#@59/1#

    @70/16#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 544544 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    C2H3ClF2 1-chloro-1,1-difluoroethane @75-68-3#~225285! 24.2 ~240! EB @93/6#~248390! 22.7 ~263! A @87/5#@70/16#

    24.0 ~233! BG @55/20#21.9 ~273! BG @55/20#19.2 ~313! BG @55/20#15.4 ~353! BG @55/20#

    C2H3ClF3N N-chloro-N,1,1-trifluoroethanamine @16276-45-2#~220294! 30.8 ~279! BG @87/5#@67/28#

    C2H3ClF3P chloromethyl~trifluoromethyl!phosphine @4669-76-5#~236294! 30.9 ~279! @87/5#

    C2H3ClO acetyl chloride @75-36-5#~273323! 24.5 ~288! A @87/5#~267324! 31.5 ~282! A @87/5#@59/1#

    @70/16#C2H3ClO2 chloroacetic acid @79-11-8#

    ~336463! 61.1 ~351! A @87/5#~377463! 56.8 ~392! A @87/5#@59/1#

    @70/16#~396460! 55.7 ~411! @49/1#

    C2H3Cl2F 1,1-dichloro-1-fluoroethane @1717-00-6#~250450! 28.7 ~265! @97/25#~270312! 27.8 ~285! EB @92/17#

    C2H3Cl3 1,1,1-trichloroethane @71-55-6#~295372! 32.3 ~310! A @87/5#~349408! 30.5 ~364! A @87/5#~399487! 29.4 ~414! A @87/5#~479545! 29.5 ~494! A @87/5#

    32.560.1 ~298! C @80/1#32.4 ~344! @77/30#

    ~196298! 37.6 ~211! @73/7#32.560.1 ~298! C @72/41#

    ~268290! 33.4 ~279! @44/2#33.460.1 ~284! C @44/2#

    C2H3Cl3 1,1,2-trichloroethane @79-00-5#~316384! 38.6 ~331! A @87/5#

    40.260.1 ~298! C @80/1#40.360.1 ~298! C @72/41#

    ~302428! 38.2 ~317! @87/5#@70/16#~323386! 38.3 ~338! @49/1#

    C2H3Cl3O2 chloral hydrate @302-17-0#~300348! 38.4 ~324! EB @94/16#~325370! 49.6 ~340! A @87/5#~263369! 51.5 ~278! @47/5#

    C2H3F vinyl fluoride @75-02-5#~124201! 16.6 ~186! A @87/5#@47/5#

    C2H3FN2O5 2-fluoro-2,2-dinitroethanol @17003-75-7#~313373! 55.7 ~343! @68/12#

    C2H3FO acetyl fluoride @557-99-3#~195281! 14.3 ~266! A @87/5#

    C2H3F2O acetyl hypofluorite @78948-09-1#~209253! 35.662.4 ~231! @85/16#

    C2H3FO2 fluoroacetic acid @144-49-0#~293443! 52.3 ~308! A @87/5#@70/16#~293443! 53.6 ~308! T @55/2#

    C2H3F3 1,1,1-trifluoroethane @420-46-2#~236280! 18.1 ~240! EB @96/14#~236280! 17.5 ~250! EB @96/14#~236280! 16.7 ~260! EB @96/14#~236280! 15.9 ~270! EB @96/14#

    18.9 ~233! BG @55/20#16.4 ~273! BG @55/20#13.8 ~303! BG @55/20#8.7 ~333! BG @55/20#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 545545ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    ~174226! 20.5 ~211! @44/3#19.260.1 ~224! C @44/3#

    C2H3F3N2 1,1,1-trifluoroazomethane @690-21-1#~240273! 26.4 ~258! A @87/5#

    C2H3F3O trifluoromethyl methyl ether @421-14-7#~233313! 22.5 ~248! A @92/12#

    C2H3F3O 2,2,2-trifluoroethanol @75-89-8#~276302! 45.9 ~289! A @87/5#~298328! 44.0 ~313! A @87/5#@70/16#~298328! 41.5 ~313! MM @73/5#~273298! 44.5 ~285! MM @67/4#

    C2H3F3O2S methanesulfinic acid, trifluoromethyl ester @30957-42-7#31.8 ~346! @71/20#

    C2H3F5O3S ~ethaneperoxoato! pentafluoro sulfur @60672-60-8#~217377! 36.2 ~297! @99/16#@76/31#

    C2H3F5S vinylsulfur pentafluoride28.5 ~314! @61/22#

    C2H3IO acetyl iodide @507-02-8#~276302! 37.1 ~289! A @87/5#@69/3#

    C2H3N acetonitrile @75-05-8#33.0 ~298! @83/5#

    ~288362! 33.8 ~303! @74/10#~314355! 33.3 ~329! A, EB @87/5#@71/4#~299343! 34.8 ~315! BG @71/2#~273323! 34.2 ~288! @68/24#~280300! 33.9 ~290! @65/2#

    C2H3NO methyl isocyanate @624-83-9#~265308! 29.9 ~280! A @87/5#~253310! 31.7 ~268! A @87/5#

    C2H3NO5 acetyl nitro peroxide @2278-22-0#~277330! 34.6 ~292! A @87/5#

    C2H3NS methyl thiocyanate @556-64-9#~259406! 40.7 ~274! A @87/5#@47/5#

    @99/16#C2H3NS methyl isothiocyanate @556-61-6#

    ~309392! 37.4 ~324! A @87/5#@99/16#~283323! 37.3 ~298! @35/3#@84/9#

    C2H4 ethylene @74-85-1#~252282! 14.0 ~267! A @87/5#~170273! 13.7 ~258! A @87/5#~120170! 14.4 ~155! A @87/5#~169211! 13.7 ~196! A @87/5#~209254! 13.6 ~239! A @87/5#~120182! 14.1 ~167! A @87/5#@70/16#~150190! 14.0 ~175! @50/3#~148174! 14.3 ~161! @40/3#~124171! 14.4 ~156! @37/5#

    C2H4BrCl 1-bromo-1-chloroethane @593-96-4#~290356! 33.1 ~305! A @87/5#~237356! 46.7 ~252! @47/5#

    C2H4BrCl 1-bromo-2-chloroethane @107-04-0#37.660.1 ~308! C @92/11#37.360.1 ~315! C @92/11#36.960.1 ~323! C @92/11#36.660.1 ~330! C @92/11#36.460.1 ~338! C @92/11#

    ~244379! 39.5 ~259! @47/5#C2H4Br2 1,1-dibromoethane @557-91-5#

    ~301421! 39.6 ~316! EST @87/5#@56/16#@70/16#

    C2H4Br2 1,2-dibromoethane @106-93-4#41.760.1 ~308! C @92/11#41.760.1 ~315! C @92/11#41.660.1 ~323! C @92/11#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 546546 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    41.560.1 ~330! C @92/11#41.460.1 ~338! C @92/11#

    ~283317! 41.8 ~298! A @87/5#~316488! 40.0 ~331! A @87/5#~404578! 37.4 ~419! A @87/5#~285298! 49.6 ~291! MM, A @57/1#~325404! 39.6 ~340! @49/1#~246404! 31.1 ~261! @47/5#

    C2H4ClF 1-chloro-2-fluoroethane @762-50-5#~288327! 32.1 ~303! A @87/5#

    C2H4ClN3 1-chloro-2-azidoethane @53422-48-3#~273333! 43.8 ~288! A @87/5#

    C2H4Cl2 1,1-dichloroethane @75-34-3#~326345! 33.5 ~336! @87/15#~323535! 29.2 ~338! A @87/5#~363535! 28.2 ~378! A @87/5#

    30.660.1 ~298! C @72/41#~234290! 31.9 ~275! @56/2#~213330! 34.4 ~228! @47/5#~258365! 32.2 ~273! EST @87/5#@56/16#

    @70/16#C2H4Cl2 1,2-dichloroethane @107-06-2#

    34.4 ~298! GC @94/19#35.160.1 ~298! C @89/10#

    ~356558! 31.1 ~371! A @87/5#~279374! 34.8 ~294! A @87/5#~368524! 31.1 ~383! A @87/5#~523561! 40.8 ~538! A @87/5#~301357! 34.7 ~316! @82/7#

    35.260.1 ~298! C @80/1#~279434! 34.8 ~294! @87/5#@70/16#

    34.7 @56/25#@38/12#~243372! 37.5 ~258! @29/1#

    C2H4Cl2S bis~chloromethyl!sulfide @3592-44-7#~320430! 45.1 ~335! A @87/5#@99/16#

    C2H4FNO3 2-fluoroethyl nitrate @763-97-3#~273333! 38.3 ~288! GS @87/5#@48/14#

    @70/16#C2H4F2 1,1-difluoroethane @75-37-6#

    ~218248! 22.7 ~249! I @01/22#~303333! 22.1 ~318! @99/29#~219273! 23.3 ~234! EB @93/6#~250386! 21.8 ~265! A @87/5#~193275! 22.1 ~260! A, EST @87/5#@56/16#

    @70/16#21.8 ~233! BG @55/20#20.4 ~273! BG @55/20#17.8 ~313! BG @55/20#12.9 ~353! BG @55/20#

    ~161247! 23.8 ~232! @47/5#C2H4F3NS 1,1,1-trifluoro-N-methyl methanesulfenamide @62067-12-3#

    ~223294! 33.6 ~279! A @87/5#@60/24#C2H4F3OP ~trifluoromethyl!phosphinous acid, methyl ester @6395-71-7#

    ~194291! 29.4 ~276! A @87/5#C2H4F3OP methyl~trifluoromethyl!phosphine oxide @26348-89-0#

    ~305322! 50.7 ~313! @70/26#C2H4F6OS pentafluoro~2-fluoroethoxy! sulfur

    ~290364! 39.3 ~305! A @87/5#@62/19#@99/16#

    C2H4I2 1,2-diiodoethane @624-73-7#49.8 ~298! GC @94/19#

    ~371526! 47.7 ~386! A @87/5#@70/16#C2H4N2O4 1,1-dinitroethane @600-40-8#

    ~303363! 51.0 ~318! A @87/5#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 547547ENTHALPIES OF VAPORIZATIONTABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    C2H4N2O6 ethylene glycol dinitrate @628-96-6#~283535! 70.5 ~298! A @87/5#~343465! 55.3 ~358! A @87/5#~240298! 68.3 ~255! @87/5#@77/6#~278390! 62.360.4 @41/1#~293323! 68.660.4 @38/1#

    C2H4O acetaldehyde @75-07-0#~293377! 26.0 ~308! A @87/5#~293345! 26.3 ~308! @77/24#~272294! 27.6 ~283! A @87/5#@70/16#~273307! 27.0 ~307! @50/4#

    C2H4O ethylene oxide ~oxirane! @75-21-8#~283385! 25.9 ~298! A @87/5#~239284! 26.8 ~269! A @87/5#@59/1#

    @70/16#~223284! 26.8 ~269! A @87/5#@49/4#~268313! 26.9 ~290! @37/7#

    C2D4O ethylene oxide-d4 oxide @6552-57-4#~230273! 27.6 ~258! @52/2#@84/9#

    C2H4OS thioacetic acid @507-09-5#~307360! 35.2 ~333! @99/16#

    C2H4O2 acetic acid @64-19-7#~345383! 39.1 ~360! EB @01/15#~391550! 37.9 ~406! A @87/5#~290396! 42.0 ~305! A @87/5#~391447! 38.7 ~406! A @87/5#~437535! 38.1 ~452! A @87/5#~525593! 38.8 ~540! A @87/5#

    43.0 ~308! @83/13#~289392! 41.6 ~304! A @87/5#@70/16#

    monomer 23.360.1 ~298! C @70/8#51.661.6 ~298! C @70/8#

    ~325391! 40.3 ~340! @59/1#~303399! 41.6 ~318! MM @54/3#

    C2H4O2 methyl formate @107-31-3#~279305! 29.6 ~292! A @87/5#~305443! 28.4 ~320! A @87/5#

    28.760.1 ~293! C @76/14#27.960.1 ~305! C @76/14#27.460.1 ~313! C @76/14#

    ~261305! 30.1 ~283! BG @71/2#~294304! 52.7 ~299! @28/1#@84/9#

    C2H4O2S mercaptoacetic acid @68-11-1#~333427! 56.8 ~348! A @87/5#@99/16#

    C2H4O3 ethylene ozonide~273289! 34.8 ~281! A @87/5#@56/18#

    C2H4O3 hydroxyacetic acid @79-14-1#~350375! 51.8 ~362! A @87/5#

    C2H4O3 peroxyacetic acid @79-21-0#~273383! 44.2 ~288! A @87/5#@70/16#

    C2H4S ethylene sulfide @420-12-2#~291361! 30.5 ~306! A @87/5#@52/3#

    @99/16#30.3 ~298! @71/28#

    C2H5Br ethyl bromide @74-96-4#~334504! 26.9 ~349! A @87/5#~326454! 26.6 ~341! A @87/5#~452503! 31.0 ~467! A @87/5#

    27.660.1 ~305! C @77/8#27.060.1 ~312! C @77/8#26.260.1 ~323! C @77/8#

    ~225333! 30.6 ~240! EST @87/5#@61/13#@70/16#

    ~301348! 27.9 ~316! @30/3#@84/9#J. Phys. Chem. Ref. Data, Vol. 32, No. 2, 2003

  • 548548 J. S. CHICKOS AND W. E. ACREE, JR.TABLE 6. Enthalpies of vaporization of organic compounds, 18802002Continued

    Molecular formulaCompound

    ~Temperature range/K!DvapHm

    ~kJ mol21!Mean temperature

    (Tm /K) MethodCAS registry number

    Reference

    C2H5Cl ethyl chloride @75-00-3#~285344! 25.1 ~300! A @87/5#~334413! 24.4 ~349! A @87/5#~403460! 24.4 ~418! A @87/5#~207305! 27.8 ~222! A, EST @87/5#@61/13#

    @70/16#~218285! 25.9 ~270! @48/6#

    24.8 ~294! C @26/6#C2H5ClO 2-chloroethanol @107-07-3#

    ~328401! 43.3 ~343! A @87/5#~323363! 46.9 ~338! @73/9#~363403! 39.1 ~378! @73/9#~269401! 45.7 ~284! @47/5#

    C2H5ClO methyl~chloromethyl!ether @107-30-2#~290332! 32.2 ~305! A @87/5#

    C2H5ClO2S ethane sulfonyl chloride @594-44-5#~349449! 47.7 ~364! @99/16#~233263! 56.4 ~248! A @87/5#@99/16#

    C2H5Cl2P dichloroethyl phosphine @1498-40-4#~313385! 36.8 ~328! A @87/5#

    C2H5Cl2OP ethylphosphonic dichloride42.764.2 @56/23#@82/15#

    C2H5F ethyl fluoride @353-36-6#~200235! 20.7 ~236! I @01/22#~275353! 20.2 ~290! A @87/5#~235280! 20.5 ~265! A @87/5#~343375! 20.7 ~358! A @87/5#~170255! 4.2 ~240! @75/10#~173251! 20.8 ~236! EST @87/5#@61/13#

    @70/16#~156241! 22.0 ~226! @47/5#

    C2H5FO 2-fluoroethanol @371-62-0#~273333! 44.1 ~288! GS @87/5#@48/14#

    @70/16#C2H5FO3S ethyl fluorosulfonate @371-69-7#

    ~273333! 38.5 ~288! GS @87/5#@48/14#@70/16#

    C2H5F2N N,N-difluoroethylamine @758-18-9#~241259! 27.3 ~250! A @87/5#

    25.7 ~288! @60/19#C2H5F3NP methyl~trifluoromethyl!phosphinic acid amide @4669-74-3#

    ~238294! 36.8 ~279! @87/5#C2H5I ethyl iodide @75-03-6#

    ~313353! 31.7 ~298! CGC @95/21#31.960.1 ~298! C @68/1#

    ~249369! 33.6 ~2