chem 31.1 review for finals

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Review for Finals

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Chem 31.1 Review for Finals

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  • Review for Finals

  • From the given compounds below,

    which will not form a silver

    mirror in Tollens Test but will give a positive result in Iodoform

    Test?

    3-hexanol

    3-pentanone

    2-methylcyclohexanal

    phenylethanone

  • From the given compounds below,

    which will not form a silver

    mirror in Tollens Test but will give a positive result in Iodoform

    Test?

    3-hexanol

    3-pentanone

    2-methylcyclohexanal

    phenylethanone

  • Why was Ingrain dyeing employed

    in the Sudan I experiment? Fully formed Sudan I is too large to anchor itself on the cloth

    The cloth and Sudan I have the same intermolecular forces of attraction

    Sudan I is able to form chemical interaction with the cloth via salt

    linkages

    Sudan I can bond well with the functional groups present in the cloth

  • Why was Ingrain dyeing employed

    in the Sudan I experiment? Fully formed Sudan I is too large to anchor itself on the cloth

    The cloth and Sudan I have the same intermolecular forces of attraction

    Sudan I is able to form chemical interaction with the cloth via salt

    linkages

    Sudan I can bond well with the functional groups present in the cloth

  • Which will react the fastest in

    Seliwanoffs Test?

    Fructose

    Glucose

    Galactose

    Starch

  • Which will react the fastest in

    Seliwanoffs Test?

    Fructose

    Glucose

    Galactose

    Starch

  • Which of the following cannot be

    used as a starting material for

    soap making?

    Cooking oil

    Mayonnaise

    Glycerol

    Lye

  • Which of the following cannot be

    used as a starting material for

    soap making?

    Cooking oil

    Mayonnaise

    Glycerol

    Lye

  • Which substituent enhances the

    acidity of carboxylic acids when

    bonded directly to the acyl

    carbon?

    -CH2CH3

    -OCH3

    -OH

    -NO2

  • Which substituent enhances the

    acidity of carboxylic acids when

    bonded directly to the acyl

    carbon?

    -CH2CH3

    -OCH3

    -OH

    -NO2

  • Hinsberg test for N-

    methylethanamine will yield a

    product that is ___ in excess

    NaOH and ___ in 5% HCl acid.

    Soluble, insoluble

    Soluble, soluble

    Insoluble, insoluble

    Insoluble, soluble

  • Hinsberg test for N-

    methylethanamine will yield a

    product that is ___ in excess

    NaOH and ___ in 5% HCl acid.

    Soluble, insoluble

    Soluble, soluble

    Insoluble, insoluble

    Insoluble, soluble

  • Which among the following

    combination (compound-reagent-

    result) is correct?

    Acetone - Ag(NH3)2+ silver mirror

    Propanal Na citrate, NaHCO3 and CuSO4 in water brick red ppt

    Formalin Schiffs reagent light pink color

    Cylopentanone I2 in KI and NaOH yellow ppt

  • Which among the following

    combination (compound-reagent-

    result) is correct?

    Acetone - Ag(NH3)2+ silver mirror

    Propanal Na citrate, NaHCO3 and CuSO4 in water brick red ppt

    Formalin Schiffs reagent light pink color

    Cylopentanone I2 in KI and NaOH yellow ppt

  • Which of the following is not a

    property of soap? Soaps have hydrophobic and hydrophilic parts

    Soaps are the result of the reaction between glucose and potassium

    hydroxide

    The hydrophobic part of soap is its nonpolar tail

    The nonpolar part causes the formation of micelles

  • Which of the following is not a

    property of soap? Soaps have hydrophobic and hydrophilic parts

    Soaps are the result of the reaction between glucose and potassium

    hydroxide

    The hydrophobic part of soap is its nonpolar tail

    The nonpolar part causes the formation of micelles

  • Esters form a magenta colored

    complex with FeCl3 after

    treatment with ______.

    NH4OH with alcoholic KOH

    Alcoholic NH4Cl and alcoholic KOH

    Neutral NH4Cl and alcoholic KOH

    Alcoholic NH2OHHCl and Alcoholic KOH

  • Esters form a magenta colored

    complex with FeCl3 after

    treatment with ______.

    NH4OH with alcoholic KOH

    Alcoholic NH4Cl and alcoholic KOH

    Neutral NH4Cl and alcoholic KOH

    Alcoholic NH2OHHCl and Alcoholic KOH

  • Which of the following is formed

    upon addition of benzensulfonyl

    chloride and NaOH with aniline?

    Sulfonamine

    Sulfonamide

    Sulfoxamine

    Sulfonylamide

  • Which of the following is formed

    upon addition of benzensulfonyl

    chloride and NaOH with aniline?

    Sulfonamine

    Sulfonamide

    Sulfoxamine

    Sulfonylamide

  • Which of the following acyl

    compound-alcohol pair produces

    ester in the least amount?

    Methanoic anhydride and ethanol

    Acetic acid and butanol

    Sodium butanoate and propanol

    Ethanamide and 2-propanol

  • Which of the following acyl

    compound-alcohol pair produces

    ester in the least amount?

    Methanoic anhydride and ethanol

    Acetic acid and butanol

    Sodium butanoate and propanol

    Ethanamide and 2-propanol

  • Ribonucleic Acid, RNA, contains

    the sugar ribose. What test can

    be used to detect its presence in

    a sample of RNA?

    Hydroxamic Acid Test

    Bials Test

    Ninhydrin Test

    Hinsberg Test

  • Ribonucleic Acid, RNA, contains

    the sugar ribose. What test can

    be used to detect its presence in

    a sample of RNA?

    Hydroxamic Acid Test

    Bials Test

    Ninhydrin Test

    Hinsberg Test

  • Which type of amine cannot be

    characterized using Hinsbergs method?

    Primary Amine

    Secondary Amine

    Tertiary Amine

    Amphoteric Amine

  • Which type of amine cannot be

    characterized using Hinsbergs method?

    Primary Amine

    Secondary Amine

    Tertiary Amine

    Amphoteric Amine

  • A soap molecule is a/an

    Ester

    Carboxylic acid

    Amide

    Carboxylate Salt

  • A soap molecule is a/an

    Ester

    Carboxylic acid

    Amide

    Carboxylate Salt

  • The product of the hydrolysis of this

    acid derivative changes a litmus paper

    from red to blue and produces a

    distinct sour smell. What could be this

    compound?

  • The product of the hydrolysis of this

    acid derivative changes a litmus paper

    from red to blue and produces a

    distinct sour smell. What could be this

    compound?

  • Which of the following would prevent

    the formation of side products in the

    synthesis of Sudan I?

    Preparing phenyldiazonium chloride solution in a acidic medium

    Recrystallization of the product

    Preparing -naphthol solution in acidic medium

    None of the above

  • Which of the following would prevent

    the formation of side products in the

    synthesis of Sudan I?

    Preparing phenyldiazonium chloride solution in a acidic medium

    Recrystallization of the product

    Preparing -naphthol solution in acidic medium

    None of the above

  • What test/reagent may be used

    to confirm the product of

    methanol and benzoic acid upon

    refluxing with H2SO4 ?

    Friedel-Crafts alkylation

    5% NaHCO3

    Lucas Test

    Hydroxamic Acid Test

  • What test/reagent may be used

    to confirm the product of

    methanol and benzoic acid upon

    refluxing with H2SO4 ?

    Friedel-Crafts alkylation

    5% NaHCO3

    Lucas Test

    Hydroxamic Acid Test

  • 3-phenylbutanal will give positive

    result on the following tests

    except:

    Reaction with 2,4-DNPH

    Schiffs test

    Iodoform test

    Benedicts test

  • 3-phenylbutanal will give positive

    result on the following tests

    except:

    Reaction with 2,4-DNPH

    Schiffs test

    Iodoform test

    Benedicts test

  • Modified True or False

    1. Seliwanoffs test is a test for RNA.

    2. Compounds that yield the same

    osazone are known as enantiomers.

    3. Soap molecules tend to form

    micelles due to their hydrophobic

    heads.

  • Modified True or False

    1. Bials Test is a test for RNA.

    2. Compounds that yield the same

    osazone are known as epimers.

    3. Soap molecules tend to form

    micelles due to their hydrophobic

    tails.

  • 4. Reaction of acetic acid with FeCl3

    gives a flesh colored precipitate.

    5. Refluxing purifies the synthesized

    ester through removal of excess water

    by evaporation.

    6. In the synthesis of ester, H2SO4 acts

    as the catalyst by making the C=O of

    the carboxylic acid a good leaving

    group.

    7. 2-pentanol and acetone cant be differentiated using Iodoform test.

  • 4. Reaction of acetic acid with FeCl3

    gives a Red solution/red complex.

    5. Distillation purifies the synthesized

    ester through removal of excess water

    by evaporation.

    6. In the synthesis of ester, H2SO4 acts

    as the catalyst by making the O-H of

    the carboxylic acid a good leaving

    group.

    7. 2-pentanol and acetone cant be differentiated using Iodoform test.

    TRUE!

  • 8. The coupling reagent should contain

    strongly electron donating groups to

    facilitate the coupling reaction in the

    synthesis of diazo compounds.

    9. Diazotization requires primary

    alkylamines to react with HONO to

    produce the diazonium salt.

    10. Base hydrolysis of primary amides

    yields a vapor that turns litmus

    paper red to blue.

  • 8. The coupling reagent should contain

    strongly electron donating groups to

    facilitate the coupling reaction in the

    synthesis of diazo compounds. TRUE

    9. Diazotization requires primary

    aromatic amines to react with HONO

    to produce the diazonium salt.

    10. Base hydrolysis of primary amides

    yields a vapor that turns litmus

    paper red to blue. TRUE

  • 11. Cyclobutanol produces a yellow

    orange precipitate with 2,4-DNPH.

    12. In diazotization, sodium nitrite is

    converted to HNO2, the primary

    diazotization reagent.

    13. Hydrolysis of polysaccharides takes

    time due to several double bonds

    that need to be broken.

    14. Given 1 mole of triglyceride, three

    moles of KOH is necessary for

    saponification.

  • 11. Cyclobutanol produces a yellow

    orange solution with 2,4-DNPH.

    12. In diazotization, sodium nitrite is

    converted to HNO2, the primary

    diazotization reagent. TRUE

    13. Hydrolysis of polysaccharides takes

    time due to several glycosodic bonds

    that need to be broken.

    14. Given 1 mole of triglyceride, three

    moles of KOH is necessary for

    saponification. TRUE

  • Azo DYES!!! Give the amine and

    coupling compound. Eriochrome Black T- complexometric indicator

  • Amine Coupling agent

  • Azo DYES!!! Give the amine and

    coupling compound.

    Fast Yellow AB- food dye (harmful)

  • AMINE

    Coupling Agent

  • Azo DYES!!! Give the amine and

    coupling compound.

    Alizarin Yellow R pH indicator

  • Amine

    Coupling Agent

  • Azo DYES!!! From the reagents,

    give the Azo Dye!

  • Citrus Red 2 carcinogenic dye used on some skin of oranges

  • Azo DYES!!! From the reagents,

    give the Azo Dye!

  • Methyl Red used as pH indicator

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds.

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds. FeCl3 colored complex

    Lucas Test - layer

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds.

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds.

    5% NaHCO3 - effervescence

    2,4-DNPH yellow orange crystals

    Tollens Test silver mirror

    Benedicts Test brick red ppt

    Schiffs Test purple/violet complex

    pH acidic or solubility in NaOH

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds.

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds. Hinsberg Test

    Dense layer/residue

    Test for Nitrogen

    Blue green solution

  • CHEMICAL Differentiation! Give

    test/reagent and visible result that

    would differentiate the compounds. Iodoform yellow

    ppt

    Hinsberg Test - residue

    Schiffs Test violet complex

    T-butyl chloride, AlCl3 orange crystal

  • Unknown Analysis: Draw the Structure of the

    Unknown Compound Resveratrol a polyphenol found in the

    skin of red grapes, with formula C14H12O3 Test/Reagent Observation/ Result Inference

    Ignition test (1) Aromatic Ring present

    Conc. H2SO4 soluble (2)

    (3) White to yellow/orange

    crystals

    Aromatic ring is present

    KMnO4 (4) Alkene part is present

    (5) Yellow solution, negative Saturated part is absent

    (6) Highly colored complex 3,5-disubstituted phenol is

    present

    Para-substituted phenol is

    also present

    2,4-DNPH Yellow solution, no ppt (7)

    5% NaHCO3 NVR (8)

    (9) negative Ester group is absent

  • Unknown Analysis: Draw the Structure of the

    Unknown Compound Resveratrol a polyphenol found in the

    skin of red grapes, with formula C14H12O3 Test/Reagent Observation/ Result Inference

    Ignition test Sooty Flame Aromatic Ring present

    Conc. H2SO4 soluble Solubility class: N

    AlCl3, t-butyl chloride White to yellow/orange

    crystals

    Aromatic ring is present

    KMnO4 Decolorization, brown ppt Alkene part is present

    Br2 in water, Light Yellow solution, negative Saturated part is absent

    FeCl3 Highly colored complex 3,5-disubstituted phenol is

    present

    Para-substituted phenol is

    also present

    2,4-DNPH Yellow solution, no ppt No carbonyl group

    5% NaHCO3 NVR No carboxylic acid part

    Hydroxyamic Test negative Ester group is absent

  • Unknown Analysis: Draw the Structure

    of the Unknown Compound Resveratrol a polyphenol found in the

    skin of red grapes, with formula C14H12O3

  • Unknown Analysis: Draw the Structure of the

    Unknown Compound Unknown compound with formula: C8H9O2N

    Compound is para substituted Test/Reagent Observation Interference

    5% HCl NVR (1)

    (2) Yellow soln Not an aldehyde or

    ketone

    5% NaHCO3 NVR (3)

    Benzenesulfonyl

    chloride

    No residue (4)

    FeCl3 (5) Phenol group present

    Hydroxamic acid test (6) No ester group

    present

  • Unknown Analysis: Draw the Structure of the

    Unknown Compound Unknown compound with formula: C8H9O2N

    Compound is para substituted Test/Reagent Observation Interference

    5% HCl NVR Not basic

    2,4-DNPH test Yellow soln Not an aldehyde or

    ketone

    5% NaHCO3 NVR Not strong acid no

    RCOOH

    Benzenesulfonyl

    chloride, NaOH

    Insoluble secondary amine

    FeCl3 Colored complex Phenol group present

    Hydroxamic acid test Clear solution No ester group

    present

  • Unknown compound with formula: C8H9O2N

    Compound is para substituted

  • Reminder for Final Exam:

    Date: October 6, 2012 Saturday

    Time: 4-6 pm

    Coverage: expt 10 16

    Review on different qualitative test (know reagents and result)