alkyl halide

Alkyl Halide

Alkyl Halide

1) Which of the following is an example of aralkyl halide?(a) p-Chlorotoluene (b) Chlorobenzene (c) Allyl chloride (d) Benzyl chloride2) In which of the following alkyl halides all the hydrogen atoms are equivalent?(a) iso-Butyl chloride (b) neo-Pentyl chloride (c) n-Butyl chloride (d) tert-Butyl chloride3) Which of the following an aralkyl halide?(a) 4-Chlorotoluene (2) Bromobenzene (c) 1, 4-Dichlorobenzene (d) 1-Chloro-1-phenyl ethane4) Whcih of the following compounds can exhibit optical isomerism?(a) Chlorocyclopropane (b) cis-1, 2-Dichlorocyclopropane (c) trans-1, 2-Dichlorocyclopropane (d) trans-1, 3-Dichlorocyclobutane10) Which of the following is not a primary halide?(a) Isobutyl bromide (b) Neo-Pentyl chloride (c) Isopentyl bromide (d) Isopropyl chloride6) IUPAC name of crotyl chloride is(a) 1-Chloro-2-butene (b) 2-Chloro-2-butene (c) 3-Chloro-1-butene(d)-Chloro-1-butene7) C-CI bond length is smallest in(a) Allyl chloride (b) Vinyl chloride (c) Ethyl chloride (d) Benzyl chloride8) When silver propionate is treated with Br2 in CCI4 as solvent, the product is(a) Propionyl bromide (b) n-Propyl bromide (c) iso-Propyl bromide (d) Ethyl bromide9) Iso-Butylene can be converted into tert-butyl bromide by its reaction with(a) HBr (b) Br2 (c) HBr in the presence of peroxides (d) HOBr10) Methane reacts with limited amount of chlorine in the presence of diffused sunlight to form chloromethane. The reaction takes place through....as intermediates(a) Carbocations (b) Free radicals (c) Carbanions (d) Carbenes11) The best reagent for converting an alcohol into the corresponding chloride is(a) PCI5 (b) PCI3 (c) HCI/ZnCI2 (d) SOCI2Hint: ROH + SOCI2 to RCI + SO2 + HCISide products in this reaction are volatile and can be easily expelled during distillation12) Which reagent cannot be used to prepare an alkyl chloride from an alcohol?(a) HCI + anhyd. ZnCI2 (b) NaCI (c) PCI5 (d) SOCI213) Benzyl chloride can be prepared by reacting(a) Toluene with CI2 in the presence of FeCI3 (b) Benzene with CH3CI in the presence of AICI3 (c) Toluene with CI2 in the presence of sunlight (d) Benzene with CI2 in the presence of FeCI314) Which of the following has the highest boiling point?(a) 1-Chloropentane (b) 2-Chloropentane (c) 3-Chloropentane (d) All have equal boiling point15) Which of the following alkyl halides has the maximum density?(a) C2H5CI (b) C2H2Br (c) C2H5I (d) C2H5FHint: Density of alkyle halide is in the order of RI>RBr>RCl>RF16) Dipole moment is shown by(a) 1, 4-Dichlorobenzene (b) cis-1, 2-Dichloroethylene (c) trans-1, 2-Dichloroethylene (d) Tetrachloromethane17) Out of the following compounds which one will have zero dipole moment?

Prepared by:Megh Raj Bhatt

Alkyl Halide

(a) Chloromethane (b) Dichloromethane (c) Trichloromethane (d) None of these compounds18) Which of the following is lighter than water?(a) 1-Chlorobutane (b) 1-Bromopropane (c) 2-Bromopropane (d) 1-Bromobutane19) Which of the following compounds will reacts with ethanolic KCN?(a) Chlorobenzene (b) Vinyl chloride (c) Allyl chloride (d) 4-Chlorotoluene20) Treatment of ammonia with excess ethyl chloride will yield(a) Triethyl amine (b) Diethyl amine (c) Ethyl amine (d) Tetraethylammonium chloride21) Ethyl bromide reacts with Zn-Cu couple in the presence of ethyl alcohol to form(a) Butane (b) Diethyl ether (c) Methane (d) Ethane22) Which of the following compounds on oxidation gives benzoic acid

(1) Chlorophenol (b) Chlorotoluence (c) Chlorobenzene (d) Benzyl chloride23) When tert-butyl chloride is made to react with sodium methoxide, the major product is(a) Dimethyl ether (b) Di-tert butyl ether (c) Tert-Butyl methyl ether (d) Isobutylene24) Among the following, the molecule with the highest dipole moment is :(a) CH3Cl (b) CH2Cl2 (c) CHCl3 (d) CCl425) NBS is a specific reagent for(a) Nucleophilic substitution (b) Electrophilic substitution (c) Allyic substitution (d) Electrophilic addition26) 2-Chloro-2-methyl butane, on reaction with alc. KOH gives X as the major product X is(a) 2-Butene (b) 2-Methyl propene (c) 1-Butene (d) 2-Methyl-2-propanol27) 2-Chloro-2-methyl propane, on reaction with aq. KOH gives X as the major product X is(a) 2-Butene (b) 2-Methyl propene (c) 1-Butene (d) 2-Methyl-2-propanol28) An alkyl halide may be converted into an alken by(a) Addition (b) Substitution (c) Elimination (d) Hydrogenation29) Which of the following compounds would be hydrolysed most easily?(a) C2H5CI (b) C2H5Br (c) C2H5F (d) C2H5I30) Which of the following compounds would be hydrolysed most easily?(a) C2H5Br (b) CH3Br (c) CH2 = CH - Br (d) CH2 = CH- CH2Br31) Ethylene chloride and ethylidene chloride are isomeric compounds. Identify the statement that is not applicable to both of them(a) Both of them are dihalogen derivatives (b) Both of them give Beilstein test (c) Both of them react with alc. KOH and give same product (d) Both of them react with aqueous KOH and gives same product32) A mixture of ethyl iodine nad n-propyl iodide is subjected to Wurtz reaction. Which of the following compounds is not formed during the reaction?(a) Butane (b) Propane (c) Pentane (d) Hexane33) When aqueous KOH reacts with n-propyl chloride, the product is(a) Propylene (2) 2-Propanol (c) 1-Propanol (d) 1-Propenol34) An alkyl halide on reaction with sodium in the presence of ether gives 2, 2, 5, 5-tetramethyl hexane. The alkyl halide possibly is(a) 1-Chloropentane (b) 1-Chloro-2, 2-dimethyl propane (c) 3-Chloro-2, 2-dimethyl butane (d) 2-Chloro-2-methyl butane35) Which of the following does not form Grignard reagent on reaction with Mg in the presence of ether?(a) Chloroethane (b) 1-Chloropropane (c) Bromobenzene (d) Chlorobenzene36) Chlorobenzene on reaction with CH3CI in the presence of AICI3 will give


Alkyl Halide

(a) Toluene (b) m-Chloro toluene (c) p-Chloro toluene (d) A mixture of o-and p-chlorotoluence37) Most reactive halide towards SN1 reaction is(a) n-Butyl chloride (b) sec-Butyl chloride (c) tert-Butyl chloride (d) Allyl chloride38) Mg reacts with RBr best in(a) C2H5OC2H5 (b) C6H5OCH3 (c) C6H5N(CH3)2 (d) Equally in all the three.39) Photochemical chlorination of an alkane is initited by a process of(a) Pyrolysis (b) Peroxidation (c) Homolysis (d) Rearrangement40) Allylic bromination of olenfins is generally carried out with(a) Phenyl magnesium bromide (b) Dibromo succinic acid (c) N-Bromo succinimide (d) Pyridiine perbromide41) 2, 2-Dichloropropane on alkaline hydrolysis gives(a) 2, 2-Propanediol (b) Propanol (c) Propanone (d)Ethanal42) Grigand reagent is prepared by the reaction between alkyl halide and(a) zinc in the presence of alcohol (b) magnesium in the presence of dry ether (c) magnesium in the presence of alcohol (d) magnesium in the presence of moist ether43) Which one of the following is likely to give a precipitate with AgNO3 solution?(a) CCI4 (b) CH3-CH2-CI (c) (CH3)3CCI (d) CHCHint: 30 halides undergo Nucleophilic substitution most readily. (CH3)3CCI is a 30 halide.44) An alkyl chloride produces a single alkene on reaction with sodium ethoxide and ethanol. The alkene further undergoes hydrogenation to yield-2-methylbutane. Identify the alkyl chloride from amongst the following. (a) CICH2 C(CH3)2CH3 (b) CICH2CH2CH2CH2CH3

(c) CICH2CH(CH3)CH2CH3 (d) CH3C(CI)(CH3)CH2CH3

45) Geminal dihalides on hydrolysis give(a) Ketones (b) Aldehydes (c) Ketones and aldehydes (d) Alcohols46) When ethyl iodide is treated with moist silver oxide, the product formed is(a) C2H5OH (b) C2H5OC2H5 (c) CH3CHO (d) none of above47) The reaction of an alkyl halide with RCOOAg produces(a) ester (b) ether (c) aldehyde (d) ketone48) The reaction of 4-bromobenzyl chloride with NaCN in ethanol leads to(a) 4-Bromobenzyl cyanide (b) 4-Cyanobenzyl chloride (c) 4-Cyanobenzyl cyanide (d) 4-Bromo-2-cyanobenzyl chloride49) Grignard reagent is not prepared in aqueous medium but prepared in ether medium, because(a) the reagent is highly reactive in ether (b) the reagent is insoluble in water (c) the reagent becomes inactive in water (d) the reagent reacts with water50) Ethylbromide reacts with sodium-lead alloy to form(a) Tetraethyl lead (b) Ethyl sodium (c) Ethane (d) Ethene51) The order of reactivities of the following alkyl halides of a SN2 reaction is(a) RF > RCl > RBr > RI (b) RF > RBr > RCl > RI (c) RCl > RBr > RF > RI (d) RI > RBr > RCl > RFHint: The alkyl halide having weaker C-X bond has greater reactivity.

52) An alkyl halide may be converted into an alcohol by(a) Addition (b) Elimination (c) Substitution (d) Hydrogenation53) For the reactionC2H5OH + HX to C2H5X + H2O the order of reactivity is(a) HCI > HBr > HI (b) HI >HBr >HCI


Alkyl Halide

(c) HBr >HCI >HI (d) HI >HCI >HBr.54) 1-Phenyl-2-chloropropane when treated with alcoholic KOH gives.....as the major product(a) 1-Phenylopropene (b) 3-Phenylpropene (c) 1-Phenyl-2-propanol (d) 3-Phenyl-1-propanolHint: 1-Phenylopropene is more stable because double bond is in conjugation with benzene ring and is more substituted55) Which of the following is most reactive towards Nucleophilic substitution reaction?(a) KCN (b) AgCN (c) CH3CN (d) CH3NC56) Which one of the following is most reactive towards Nucleophilic substitution reaction?(a) CH2 = CH - CI (b) C6H5CI (c) CH3CH = CH - CI (d) CICH2-CH=CH2

57) Which of the following is not true for SN1 reaction?(a) They occur through a single step concerted reaction (b) They are favoured by polar solvents (c) 30 alkyl halides generally react through this mechanism (d) Concentration of nucleophile does not affect the rate of such reactionsHint: SN1 reactions occur through a two step mechanism involving intermediate carbocation and not through single step reaction.58) Chlorination of toluene in the presence in the presence of light and heat followed by treatment with aqueous NaOH gives(a) o-Cresol (b) p-Cresol (c) 2, 4-Dihydroxytoluene (d) Benzoic acid59) Only two isomeric monochloro derivatives are possible for(a) n-Butane (b) 2, 4-Dimethulpentane (c) Benzene (d) 2, 2-Dimethylopropane60) The major product of reaction of alcoholic silver nitriate with ethyl bromide is(a) Ethane (b) Nitroethane (c) Ethyl nitrite (d) Ethyl alcohol61) Isopropyliden on reaction with aqueous KOH yields(a) 1, 2-Propanediol (b) Propanone (c) Propanal (d) iso-Propyl alcohol62) IUPAC name of Gannexane is(a) Hexachlorobenzene (b) Benzene hexachloride (c) 1, 2, 3, 4, 5, 6-Hexachlorocyclohexane (d) None of these63) Chloral on treatment with aqueous NaOH produces?(a) Ethanal (b) Propanol (c) Chloroform (d) Chloroethanal64) n-Propyl bromide on treatment with ethanolic potassium hydroxide produces(a) Propane (b) Propene (c) Propyne (d) Propanol65) 'Westron' is(a) 1, 1, 2, 2-Tetrachloroethane (b) 1, 1-Dichloropropanone (c) 1, 3-Dichloropropanone (d) 1, 2-Dichloroethene66) 'Mustard gas' is(a) 2, 2-Dichlorodiethyl sulphide (b) Dichlorodimethyl sulphide (c) Dichlorodiethyl ether (d) None of these67) 'Westrosol' is(a) Trichloroethene (b) 1, 1, 1-Trichloroethane (c) 1, 1, 2-Trichloroethane (d) Trichloromethanoel68) Which of the following would not yield iodoform on reaction with NaOH and I2?(a) Ethanol (b) Propanal (c) Propanone (d) 2-Propanol69) On Warming with silver powder, chloroform is converted into(a) acetylene (b) hexachloroethane (c) 1, 1, 2, 2-tetrachloroethane (d) ethyleneHint: 2CHCI3 + 6Ag to HC equal CH + 6AgCI.70) The starting substance for the preparation of CHI3 is any of the following except(a) C2H5OH (b) CH3OH (c) CH3CHO (d) CH3-CO-CH3


Alkyl Halide

71) In the preparation of CHCI3 from ethanol and bleaching powder, the latter provides(a) CI2 (b) Ca(OH)2 (c) Both (d) None72) Which of the following with aqueous KOH will give acetaldhyde(a) 1, 2-Dichloroethane (b) 1, 1-Dichloroethane (c) Chloroacetic acid (d) Ethyl chloride73) Benzene on reaction with CCI4 in the presence of AICI3 gives(a) Benzotrichloride (b) DDT (c) Triphenyl chlorobenzene (d) Triphenyl chloromethane74) Carbylamine test is performed in alcoholic KOH by heating a mixture of(a) Chloroform and silver powder (b) Chloroform and a primary amine (c) An alkyl halide and a primary amine (d) An alkyl cyanide and a primary amine75) Which of the following compounds is used as a refrigerant?(a) CCI4 (b) CH2CI2 (c) CF4 (d) CF2CI2

76) When ethanol and I2 are heated in the presence of Na2CO3, the yellow crystals obtained are of(a) C2H5I (b) CH3I (c) CHI3 (d) CH2I2

77) Idoform in medicines is used as(a) Antibiotic (b) Antiseptic (c) Analgesic (d) Antipyretic78) DDT is formed form(a) Benzene and chlorobenzene (b) Chloral and chlorobenzene (c) Chloral and benzene (d) Chlorobenzene and chlorine79) 1-Chlorobutane on reaction with alcoholic potash gives(a) 1-Butene (b) 1-Butanol (c) 2-Butene (d) 2-Butanol80) Reaction of ethylamine with chloroform in alcoholic KOH produces(a) CH3OH (b) CH3NC (c) C2H5NC (d) C2H5CN81) Chloroform on reaction with conc. HNO3 yields(a) Nitromethane (b) Chloropicrin (c) Chloroprene (d) CO2NO2 and H2O82) Industrial preparation of chloroform employs acetone and(a) CI2 (b) COCI2 (c) NaCI (d) Calcium hypochlorite83) Chlorination of CS2 gives(a) CHCI3 (b) CCI4 (c) CS2CI2 (d) COCI2

84) What happens when CCI4 is treated with AgNO3 solution?(a) NO2 will be evolved (b) A white ppt. of AgCI will from (c) CCI4 will dissolve in AgNO3 solution (d) Nothing will happen85) Which of the following rectants will not liberate ethyne?(a) Ethylene bromide and alc. KOH (b) Ethylidene bromide and alc. KOH (c) Chloroform and silver (d) Aluminium carbide and water86) Which one of the following has nil dipole moment ? a) Toluene b) m-dichlorobenzene c) o-dichlorobenzene d) p-dichlorobenzene Hint:p-Dichlorobenzene has zero dipole moment because the two C-Cl bonds are oppositely directed. 87) Acetylene is treated with excess HBr and the resultant compound is then heated with zinc dust. The final product will be(a) Ethylene (b) Acetylene (c) 1-Butene (d) 2-Butene88) Iodoform is a.......at room temperature(a) Gas (b) Thick viscous liquid (c) Volatile liquid (d) Crystalline solid89) If chloroform is left open in the air in the presence of sunlight(a) Explosion takes place (b) Polymerization takes place (c) Poisonous gas phosgene is formed (d) No reaction takes place90) When chloroform is exposed to air and sunlight, it gives(a) Mustard gas (b) Lewisite (c) Carbonyl chloride (d) Carbon tetrachloride


Alkyl Halide

91) When chloroform reacts with acetone, the product is(a) Chloral (b) Dichloroacetone (c) Chloropicrin (d) Chloretone92) Which of the following is an anaesthetic?(a) CCI4 (b) CH3CI (c) C2H5OH (d) CHCI393) Which of the following represents a gem-dihalide?(a) Ethylene chloride (b) 2, 2-dichloropropane (c) 1, 3-dichloropropane (d) 1, 2-dichloropropane94) Which of the following will react with water?(a) CHCl3 (b) CCl3.CHO (c) CCl4 (d) ClCH2.CH2Cl 95) Chlorobenzene can be prepared by reacting benzenediazonium chloride with(a) Hydrochloric acid (b) Cuprous chloride (c) Chloride in presence of anhydrous aluminium chloride (d) Nitrous acid96) Chlorination of toluene in the presence of light and heat followed by treatment with aqueous NaOH gives(a) o-Cresol (b) p-Cresol (c) 2, 4-Dihydroxytoluene (d) Benzyl alcohol97) Chlorobenzene can be prepared by reacting aniline with(a) Hydrochloric acid (b) Cuprous chloride (c) Chlorine in the presence of aluminium chloride (d) Nitrous acid followed by heating with cuprous98) Toluene when refluxed with Br2 in the presence light mainly gives(a) o-Bromotoluene (b) p-Bromotoluene (c) Mixture of o-and p-bromotoluene (d) Benzyl bromide99) Benzene diazonium chloride can be converted into flurorobenzene by(a) Sandmeyer's reaction (b) Gattermann's reaction (c) Balz shiemann reaction (d) Fitting reaction100) Bromination of toluene gives(a) Only m-substituted product (b) Only p-substituted product (c) Mixture of ortho-and para-substituted products (d) Mixture of ortho and m-substituted products101) Benzene reacts with CI2 in the presence of FeCI3 (or halogen carrier) and in absence of sunlight to form(1) Benzyl chloride (b) Benzal chloride (c) Chlorobenzene (d) Benzenehexachloride102) Friedel-Crafts reaction of bromobenzene with methyl iodide gives(a) o-Bromotoluene (b) p-Bromotoluene (c) o-and-p-Bromotoluenes (d) m-Bromotoluene103) The decreasing order of reactivity of m-nitro-bromobenzene (I); 2,4,6-trinitrobromobenzene (II); p-nitrobromobenzene (III) ; 2,4-dinitrobromobenzene (IV); Towards OH- ions is(a) I >II >III >IV (b) II >IV >III >I (c) IV >II >III >I (d) II >IV >I >III104) When chloroform reacts with benzene in the presence of aluminium chloride, the product formed is(a) 1, 1, 1-Trichloroethane (b) Trichlorophenyl methane (c) Triphenyl methane (d) Triphenyl chloromethane105) Which of the following groups is an ortho-para directing as well as deactivating a group?(a) OH (b) NH2 (c) CH3 (d) CI106) The order of reactivity of various alkyl halides towards SN1 reaction is(a) 30 > 20 >1 (b) 10 >20 >3 (c) 30 = 20 = 10 (d) 10 >30 >20

107) Alkyl halides can be converted to ethers through


Alkyl Halide

(a) Frankland reaction (b) Williamson synthesis (c) Fittig reaction (d) Grignard reaction108) Which of the following groups is ortho-para directing as well as deactivating, when attached to benzene ring?(a) NO2 (b) OH (c) OCH3 (d) Cl109) The order of reactivity of various alkyl halides towards nucleophilic substitution follows the order:(a) RI > RBr >RCl >RF (b) RF >RCl >RBr >RI (c) RCl >RBr >RI >RF (d) RBr >RI >RCl >RF110) The products of reaction of alcoholic silver nitrite with ethyl bromide are(a) Ethane (b) Ethene (c) Nitroethane (d) Ethyne111) A compound that will form an offensive smell when heated with chloroform and alcoholic potash is(a) C2H5NH2 (b) (C2H5)2NH (c) (CH3)3N (d) CH3CN112) The correct order of boiling points is(a) CH3I > CH3Br >CH3Cl >CH3F (b) CH3F >CH3Cl >CH3Br >CH3I (c) CH3I >CH3I >CH3F >CH3Cl >CH3Br (d) CH3Br >CH3Cl >CH3F >CH3I113) Dehalogenation of meso-2, 3-dibromobutane results in(a) cis-2-Butene (b) trans-2-Butene (c) n-Butane (d) A mixture of cis-and trans-2-Butene114) Which of the following statements is/are not correct?(a) Alkyl iodides are heavier than water (b) Alkyl bromides are lighter than water (c) Ethyne reacts with excess HCl to form ethylidene dichloride (d) Vinyl chloride does not undergo nucleophilic substitution easily115) Which of the following reactions do not result in the formation of a new C-C bond? (a) Ullmann reaction (b) Fitting reaction (c) Williamson synthesis (d) Wurtz reaction116) Which of the following represents a geminal dihalide?(a) Ethylene dichloride (b) 2, 2-Dichloropropane, (c) 1, 3-Dichloropropane (d) 1, 2-Dichloropropane117) The order of reactivity of alkyle halides through SN

1 is a) 30>20>10 b) 20>10 >30 c) 10>20 >30 d) 20>30 >10

118) Carbon tetrachloride does not have net dipole moment because of(1) Its planar structure (b) Its regular tetrahedral structure (c) Similar sizes of carbon and chlorine atoms (d) Similar electron affinities of carbon and chlorine119) Carbylamine test is performed in alcoholic KOH by heating a mixture of(a) Chloroform and silver powder (b) Trihalogenated methane and a primary amine (c) An alkyl halide and a primary amine (d) An alkyl cyanide and a primary amine120) Chlorobenzene can be prepared by reacting aniline with(1) Hydrochloric acid (b) Cuprous chloride (c) Chlorine in hte presence of anhydrous aluminium chloride (d) Nitrous acid followed by heating with cuprous chloride Hint:Sandmeyer's reaction

121) Out of the following compounds, which one will have zero dipole moment?(a) 1, 1-Dichloroethylene (b) cis-1, 2-Dichloroethylene (c) trans-1, 2-Dichloroethylene (d) None of these compoundsHint:trans-1, 2-Dichloroethylene has zero dipolemoment because dipoles of the two C-Cl bonds are oppositely directed and hence cancel each other

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Alkyl Halide


alkyl halide

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