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Explore popular questions from Aldehydes, Ketones and Carboxylic Acids for JEE Advanced. This collection covers Aldehydes, Ketones and Carboxylic Acids previous year JEE Advanced questions hand picked by experienced teachers.

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Aldehydes, Ketones and Carboxylic Acids

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Q 1. When propionic acid is treated with aqueous sodium bicarbonate, {tex} \mathrm { CO } _ { 2 } {/tex} is liberated. The {tex} '\mathrm { C }' {/tex} of {tex} \mathrm { CO } _ { 2 } {/tex} comes from

A

methyl group

B

carboxylic acid group

C

methylene group

bicarbonate

Explanation

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Q 2. A mixture of benzaldehyde and formaldehyde on heating with aqueous {tex}\mathrm {NaOH}{/tex} solution gives

benzyl alcohol and sodium formate

B

sodium benzoate and methyl alcohol

C

sodium benzoate and sodium formate

D

benzyl alcohol and methyl alcohol

Explanation

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Q 3. Ethyl ester {tex} \xrightarrow[\mathrm {excess}] { \mathrm { CH } _ { 3 } \mathrm { MgBr } } { } \mathrm { P } {/tex}. The product {tex}\mathrm { P } {/tex} will be

B

C

D

Explanation

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Q 4. List-I includes starting materials and reagents of selected chemical reactions. List-II gives structures of compounds that may, be formed as intermediate products and/or final products from the reactions of List-I



Which of the following options has correct combination considering List-I and List-II?

{tex} ( \mathrm { IV } ) , ( \mathrm { Q } ) , ( \mathrm { R } ) {/tex}

B

{tex} ( \mathrm { IV } ) , ( \mathrm { Q } ) , ( \mathrm { U } ) {/tex}

C

{tex} ( \mathrm { III } ) , ( \mathrm { S } ) , ( \mathrm { R } ) {/tex}

D

{tex} ( \mathrm { III } ) , ( \mathrm { T } ) , ( \mathrm { U } ) {/tex}

Explanation

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Q 5. The reagent with which both acetaldehyde and acetone react easily is:

A

Tollens reagent

B

Schiffs reagent

Grignard reagent

D

Fehling's solution

Explanation

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Q 6.
The compound (C) is:

B

C

D

Explanation

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Q 7.

When an acyl chloride is heated with Na salt of a carboxylic acid, the product is an

A

ester

Anhydride

C

Alkene

D

Aldehyde

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Q 8.

The major product of the reaction is:

A

B

C

Explanation

abstracts the -H atom followed by electrophile addition

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Q 9.

For the Cannizzaro reaction in

which of the statements is true regarding order and molecularity of the reaction?

A

, 4th order, bimolecular

, 3rd order, bimolecular

C

, 4th order, tetramolecular

D

, 3rd order, trimolecular

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Q 10.

Mark the correct order of increasing reactivity

B

C

D

Explanation

Acyl nucleophilic substitution order is ester > amide

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Q 11.

The major product (C) in the reaction is:

B

C

D

All

Explanation

Here, group would be sterically more hindered when ester with bulky ( ) group is formed. Hence, group reacts

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Q 12.

Which of the following reagents can be used for the given reaction?

A

B

D

Explanation

The group is protected by converting into cyclic thioacetal and then an organometallic base like PhLi is used to generate carbanion followed by treatment with to incorporate D. Finally, the aldehyde is regenerated

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Q 13.

B

C

D

Explanation

The acidic strength of the attached group is in the following order :



Note Due to attachment of electron attractive group acidic strength increases and carboxylic acids are more acidic than phenols.

The two moles of ions will abstract two moles of a most acidic hydrogen out of the four moles of hydrogen present per mole of the given acidic compounds. Hence, after abstraction of two moles of hydrogen and obtained product will be as shown

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Q 14.

Name the reaction sequence

Arndt-Eistert synthesis

B

Wolff’s reaction

C

Reppe’s process

D

Wacker’s process

Explanation

Arndt-Eistert reaction

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Q 15.

Clemmensen's reduction will convert cyclohexanone into:

A

Cyclopentanone

Cyclohexane

C

-Hexane

D

Benzene

Explanation

Clemmensen’ reduction converts to

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Q 16.

An organic liquid of the composition yields a sodium salt of an acid and methanol on boiling with solution. The given liquid is:

B

C

D

Explanation

1 D.U. with 2 O atoms, and on hydrolysis gives salt of an acid and . So, compound is methyl ester, i.e.,

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Q 17.

Acetamide is treated separately with the following reagents. Which one of these would give methyl amine?

A

C

Soda line

D

Hot conc.

Explanation

Hofmann bromamide rearrangement reaction

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Q 18.

Which of the following reactions is not possible?

A

C

(I) (II)

D

(I) (II)

Explanation

  • (I) is more acidic than (II), so reaction occurs

  • (II) is more acidic than (I), so on reaction

  • (I) is more acidic than (II), so reaction occurs

  • (I) is more acidic than (II), so reaction occurs

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    Q 19.

    On treatment of acetone with dilute , the product formed is:

    A

    Aldol

    B

    Phorone

    C

    Propionaldehyde

    4-Hydroxy-2-pentanone

    Explanation

    Aldol condensation

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    Q 20.

    Which of the following is the best method for the synthesis of ester (I) ?

    A

    B

    D

    Explanation

    The esterification of an alcohol with or with is affected by steric hindrance. Bulky group on either alcohol or acid derivatives slow down the reaction. So, the esterification with diazomethane is the best method

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    Q 21.

    The final product (D) is:

    B

    C

    D

    All

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    Q 22.

    Westrosol . Here, Y is:

    A

    Acrylic acid

    Glycine

    C

    Anthracene

    D

    Pyruvic acid

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    Q 23.

    (C) can also be obtained from (A) by:

    A

    Claisen-Schmidt reaction with HCHO

    Cross Cannizzaro reaction with HCHO

    C

    Aldol reaction with

    D

    None

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    Q 24.

    In the above sequence of reaction, (Y) is:

    A

    Isobutyl alcohol

    B

    -Butyl alcohol

    Tertiary butyl alcohol

    D

    isobutylene

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    Q 25.

    Which of the following will react with water?

    A

    C

    D

    Explanation

    Chloral reacts with water to give stable chloral monohydrate.