JEEChemistry

Aldehydes, Ketones and Carboxylic Acids

31 JEE Chemistry previous year questions on Aldehydes, Ketones and Carboxylic Acids — options free on every question; 3 include the answer & explanation free, the rest unlock with PYQ Pass.

Q1 FREE PREVIEW
PYQ
The structure of protein that is unaffected by heating is:
aSecondary structure
btertiary structure
cPrimary structure
dQuaternary structure
✓ Correct answer: c) Primary structure
ExplanationThe primary structure of protein is un- affected by heating.In a process called denaturation, heat breaks the bonds that held together the secondary and tertiary structures, but it does not alter the original chain of amino acids i.e. its primary structure.
Q2 FREE PREVIEW
PYQ

An optically active alkyl halide \({\mathrm{C}}_{4}{\mathrm{H}}_{9}\mathrm{Br}[\mathrm{A}]\) reacts with hot \(\mathrm{KOH}\) dissolved in ethanol and forms alkene [B] as major product which reacts with bromine to give dibromide [C]. The compound [C] is converted into a gas [D] upon reacting with alcoholic \({\mathrm{NaNH}}_{2}\). During hydration 18 gram of water is added to 1 mole of gas [D] on warming with mercuric sulphate and dilute acid at 333 K to form compound [E]. The IUPAC name of compound [ E ] is

[JEE Main 2025, 2 Apr (Shift 1)]

a

\(\mathrm{But}-2-\mathrm{yne}\)

b

\(\mathrm{Butan}-2-\mathrm{ol}\)

c

\(\mathrm{Butan}-2-\mathrm{one}\)

d

\(\mathrm{Butan}-1-\mathrm{al}\)

✓ Correct answer: c)

\(\mathrm{Butan}-2-\mathrm{one}\)

Explanation

Optically active \({\mathrm{C}}_{4}{\mathrm{H}}_{9}\mathrm{Br}\) must be 2-bromobutane.

2-bromobutane + alcoholic KOH → but-2-ene (major)
but-2-ene + \({\mathrm{Br}}_{2}\) → 2,3-dibromobutane
2,3-dibromobutane + alcoholic \(NaN{H}_{2}\)→ but-2-yne (gas)

Hydration of but-2-yne with \(HgS{O}_{4}\) and dilute acid gives a ketone.
Addition of 18 g water (1 mole) confirms ketone formation.

Final product is butan-2-one.

Q3 FREE PREVIEW
PYQ

Both acetaldehyde and acetone (individually) undergo which of the following reactions?
A. Iodoform Reaction
B. Cannizzaro Reaction
C. Aldol Condensation
D. Tollen's Test
E. Clemmensen Reduction

Choose the correct answer from the options given below

a

A, B and D Only

b

A, C and E Only

c

B, C and D Only

d

C and E Only

✓ Correct answer: b)

A, C and E Only

Explanation

Cannizzaro Reaction:
- Cannizzaro reaction occurs in aldoses (aldehydes with no \(\alpha\)-hydrogen).
- Acetaldehyde \(\left(C{H}_{3}CHO\right)\) has an \(\alpha\)-hydrogen, so it does NOT undergo the Cannizzaro reaction.
- Acetone \(\left(C{H}_{3}COC{H}_{3}\right)\) is a ketone and also does not undergo the Cannizzaro reaction.
Tollen's Test:
- Tollen's test detects aldehydes (it oxidizes them to carboxylic acids).
- Acetaldehyde \(\left(C{H}_{3}CHO\right)\) is an aldehyde, so it gives a positive Tollen's test.
- Acetone \(\left(C{H}_{3}COC{H}_{3}\right)\) is a ketone, and ketones do not give Tollen's test.

Q4
PYQ

Given below are two statements.
Statement I : The dipole moment of \(\overset{4}{{\mathrm{CH}}_{3}-}\overset{3}{\mathrm{CH}}=\overset{2}{\mathrm{CH}}-\overset{1}{\mathrm{CH}}=\mathrm{O}\) is greater than \(\overset{4}{{\mathrm{CH}}_{3}-}\overset{3}{{\mathrm{CH}}_{2}}-\overset{2}{{\mathrm{CH}}_{2}}-\overset{1}{\mathrm{CH}}=\mathrm{O}\)
Statement II : \({\mathrm{C}}_{1}-{\mathrm{C}}_{2}\) bond length of is \(\underset{4}{{\mathrm{CH}}_{3}-}\underset{3}{\mathrm{CH}}\underset{2}{=\mathrm{CH}-}\underset{1}{\mathrm{CH}}=\mathrm{O}\) greater than \({\mathrm{C}}_{1}-{\mathrm{C}}_{2}\) bond length of \(\underset{4}{{\mathrm{CH}}_{3}-}\underset{3}{{\mathrm{CH}}_{2}}\underset{2}{-{\mathrm{CH}}_{2}-}\underset{1}{\mathrm{CH}}=\mathrm{O}\)
In the light of the above statements, choose the correct answer from the options given below:

[JEE Main 2025, 4 Apr (Shift 1)]

a

Statement I is false but Statement II is true

b

Both Statement I and Statement II are false

c

Statement I is true but Statement II is false

d

Both Statement I and Statement II are true

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Q5
PYQ

Consider the following sequence of reaction\({\mathrm{C}}_{6}{\mathrm{H}}_{12}\overset{\mathrm{Se}/∆}{\to }\mathrm{A}\overset{{\mathrm{CH}}_{3}-\mathrm{Cl}}{\underset{{\mathrm{AlCl}}_{3}}{\to }}\mathrm{B}\overset{{\mathrm{CrO}}_{2}{\mathrm{Cl}}_{2}}{\underset{{{\mathrm{H}}_{3}\mathrm{O}}^{+}}{\to }}\mathrm{C}\)


Choose the correct option about maior product

Memory Based Question 28/Jan/25 Evening shift

a

'C' gives Fehling's solution test

b

'C' can be prepared by reacting PhMgBr with \({\mathrm{CO}}_{2}\)

c

'C' gives Tollen's test

d

'C' can give effervescence with \({\mathrm{NaHCO}}_{3}\)

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Q6
PYQ

Consider the following sequence of reaction\({\mathrm{C}}_{6}{\mathrm{H}}_{12}\overset{\mathrm{Se}/∆}{\to }\mathrm{A}\overset{{\mathrm{CH}}_{3}-\mathrm{Cl}}{\underset{{\mathrm{AlCl}}_{3}}{\to }}\mathrm{B}\overset{{\mathrm{CrO}}_{2}{\mathrm{Cl}}_{2}}{\underset{{{\mathrm{H}}_{3}\mathrm{O}}^{+}}{\to }}\mathrm{C}\)


Choose the correct option about maior product

Memory Based Question 28/Jan/25 Evening shift

a

'C' gives Fehling's solution test

b

'C' can be prepared by reacting PhMgBr with \({\mathrm{CO}}_{2}\)

c

'C' gives Tollen's test

d

'C' can give effervescence with \({\mathrm{NaHCO}}_{3}\)

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Q7
PYQ

Number of molecules from below which cannot give iodoform reaction is
Ethanol, Isopropyl alcohol, Bromoacetone, 2-Butanol, 2-Butanone, Butanal, 2-Pentanone, 3-Pentanone, Pentanal and 3-Pentanol

[JEE Main 2025, 3 Apr (Shift 1)]

a

\(5\)

b

\(4\)

c

\(3\)

d

\(2\)

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Q8
PYQ

\({\mathrm{CH}}_{3}-\mathrm{C}\equiv \mathrm{CH}\overset{\mathrm{Pd}/\mathrm{C}}{\underset{{\mathrm{H}}_{2}}{\to }}\mathrm{A}\overset{(\mathrm{i}){\mathrm{O}}_{3}}{\underset{(\mathrm{ii})\mathrm{Zn},{\mathrm{H}}_{2}\mathrm{O}}{\to }}\mathrm{B}+\mathrm{C}\)

Products B and C are :

Memory Based Question 28/Jan/25 Evening shift

a

Ethanal and formaldehyde

b

Propanal and formaldehyde

c

Ethanal and propanal

d

Propanal only

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Q9
PYQ

An optically active alkyl halide \({\mathrm{C}}_{4}{\mathrm{H}}_{9}\mathrm{Br}[\mathrm{A}]\) reacts with hot \(\mathrm{KOH}\) dissolved in ethanol and forms alkene [B] as major product which reacts with bromine to give dibromide [C]. The compound [C] is converted into a gas [D] upon reacting with alcoholic \({\mathrm{NaNH}}_{2}\). During hydration 18 gram of water is added to 1 mole of gas [D] on warming with mercuric sulphate and dilute acid at 333 K to form compound [E]. The IUPAC name of compound [ E ] is

[JEE Main 2025, 2 Apr (Shift 1)]

a

\(\mathrm{But}-2-\mathrm{yne}\)

b

\(\mathrm{Butan}-2-\mathrm{ol}\)

c

\(\mathrm{Butan}-2-\mathrm{one}\)

d

\(\mathrm{Butan}-1-\mathrm{al}\)

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Q10
PYQ

Both acetaldehyde and acetone (individually) undergo which of the following reactions,
A) lodoform Reaction
B) Cannizzaro Reaction
C) Aldol condensation.
D) Tollen's test
E) Clemmesen Reduction

Memory Based Question 28/Jan/25 Morning shift

a

A, C & E only

b

A, D & E only

c

A, B, C, D & E

d

A & C only

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Q11
PYQ

Both acetaldehyde and acetone (individually) undergo which of the following reactions?
A. Iodoform Reaction
B. Cannizzaro Reaction
C. Aldol Condensation
D. Tollen's Test
E. Clemmensen Reduction

Choose the correct answer from the options given below

[JEE Main 2025, 28 Jan (Shift 1)]

a

A, B and D Only

b

A, C and E Only

c

B, C and D Only

d

C and E Only

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Q12
PYQ

Which is the correct order of nucleophilic addition
1. Acetophenone,
2. p-nitrobenzaldehyde
3. benzaldehyde,
4. p-tolualdehyde

(Memory Based JEE Mains 24/01/2025 ,Shift -1)

a

1>2>3>4

b

2>3>4>1

c

2 >4>3>1

d

4>3>2>1

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Q13
PYQ

Grignard reagent RMgBr (P) reacts with water and forms a gas (Q). One gram of Q occupies 1.4 dm3 at STP. (P) on reaction with dry ice in dry ether followed by H3O+ forms a compound (Z). 0.1 mole of (Z) will weigh g. (Nearest integer)

[JEE Main 2026, 24 Jan (Shift 2)]

a

2

b

4

c

6

d

8

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Q14
PYQ

Which of the following arrangements with respect to their reactivity in nucleophilic addition reaction is correct?

[JEE Main 2025, 24 Jan (Shift 1)]

a

acetophenone < p-tolualdehyde < benzaldehyde < p- nitrobenzaldehyde

b

acetophenone < benzaldehyde < p-tolualdehyde < p- nitrobenzaldehyde

c

benzaldehyde < acetophenone < p- nitrobenzaldehyde < p-tolualdehyde

d

p-nitrobenzaldehyde < benzaldehyde < p-tolualdehyde < acetophenone

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Q15
PYQ

Grignard reagent RMgBr (P) reacts with water and forms a gas (Q). One gram of Q occupies 1.4 dm3 at STP. (P) on reaction with dry ice in dry ether followed by H3O+ forms a compound (Z). 0.1 mole of (Z) will weigh g. (Nearest integer)

a

2

b

4

c

6

d

8

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Q16
PYQ

Both acetaldehyde and acetone (individually) undergo which of the following reactions,
A) lodoform Reaction
B) Cannizzaro Reaction
C) Aldol condensation.
D) Tollen's test
E) Clemmesen Reduction

Memory Based Question 28/Jan/25 Morning shift

a

A, C & E only

b

A, D & E only

c

A, B, C, D & E

d

A & C only

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Q17
PYQ

Given below are two statements:

Statement I: Cross aldol condensation between two different aldehydes will always produce four different products.

Statement II: When semicarbazide reacts with a mixture of benzaldehyde and acetophenone under optimum pH, it forms a condensation product with acetophenone only.

In the light of the above statements, choose the correct answer from the options given below

a

Statement I is true but Statement II is false

b

Both Statement I and Statement II are false

c

Statement I is false but Statement II is true

d

Both Statement I and Statement II are true

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Q18
PYQ

Given below are two statements:

Statement I: Cross aldol condensation between two different aldehydes will always produce four different products.

Statement II: When semicarbazide reacts with a mixture of benzaldehyde and acetophenone under optimum pH, it forms a condensation product with acetophenone only.

In the light of the above statements, choose the correct answer from the options given below

[JEE Main 2026, 24 Jan (Shift 2)]

a

Statement I is true but Statement II is false

b

Both Statement I and Statement II are false

c

Statement I is false but Statement II is true

d

Both Statement I and Statement II are true

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Q19
PYQ

Which is the correct order of nucleophilic addition
1. Acetophenone,
2. p-nitrobenzaldehyde
3. benzaldehyde,
4. p-tolualdehyde

(Memory Based JEE Mains 24/01/2025 ,Shift -1)

a

1>2>3>4

b

2>3>4>1

c

2 >4>3>1

d

4>3>2>1

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Q20
PYQ

Which of the following arrangements with respect to their reactivity in nucleophilic addition reaction is correct?

a

acetophenone < p-tolualdehyde < benzaldehyde < p- nitrobenzaldehyde

b

acetophenone < benzaldehyde < p-tolualdehyde < p- nitrobenzaldehyde

c

benzaldehyde < acetophenone < p- nitrobenzaldehyde < p-tolualdehyde

d

p-nitrobenzaldehyde < benzaldehyde < p-tolualdehyde < acetophenone

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Q21
PYQ

Number of molecules from below which cannot give iodoform reaction is
Ethanol, Isopropyl alcohol, Bromoacetone, 2-Butanol, 2-Butanone, Butanal, 2-Pentanone, 3-Pentanone, Pentanal and 3-Pentanol

[JEE Main 2025, 3 Apr (Shift 1)]

a

\(5\)

b

\(4\)

c

\(3\)

d

\(2\)

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Q22
PYQ

\({\mathrm{CH}}_{3}-\mathrm{C}\equiv \mathrm{CH}\overset{\mathrm{Pd}/\mathrm{C}}{\underset{{\mathrm{H}}_{2}}{\to }}\mathrm{A}\overset{(\mathrm{i}){\mathrm{O}}_{3}}{\underset{(\mathrm{ii})\mathrm{Zn},{\mathrm{H}}_{2}\mathrm{O}}{\to }}\mathrm{B}+\mathrm{C}\)

Products B and C are :

Memory Based Question 28/Jan/25 Evening shift

a

Ethanal and formaldehyde

b

Propanal and formaldehyde

c

Ethanal and propanal

d

Propanal only

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Q23
PYQ

An organic compound \(\mathbf{P}\) having molecular formula \({\mathrm{C}}_{6}{\mathrm{H}}_{6}{\mathrm{O}}_{3}\) gives ferric chloride test and does not have intramolecular hydrogen bond. The compound \(\mathbf{P}\) reacts with 3 equivalents of \({\mathrm{NH}}_{2}\mathrm{OH}\) to produce oxime Q. Treatment of \(\mathbf{P}\) with excess methyl iodide in the presence of \(\mathrm{KOH}\) produces compound \(\mathbf{R}\) as the major product. Reaction of \(\mathbf{R}\) with excess iso-butylmagnesium bromide followed by treatment with \({\mathrm{H}}_{3}{\mathrm{O}}^{+}\)gives compound \(S\) as the major product.

The total number of methyl \(\left(-{\mathrm{CH}}_{3}\right)\) group(s) in compound \(S\) is _____ .

a

10

b

12

c

14

d

13

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Q24
PYQ

The increasing order of the reactivity of the following compounds in nucleophilic addition reaction is Propanal, Benzaldehyde, Propanone, Butanone

a

Propanal \( < \) Propanone \( < \) Butanone \( < \) Benzaldehyde

b

Benzaldehyde \( < \) Propanal \( < \) Propanone \( < \) Butanone

c

Benzaldehyde \( < \) Butanone \( < \) Propanone \( < \) Propanal

d

Butanone \( < \) Propanone \( < \) Benzaldehyde \( < \) Propanal

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Q25
PYQ

Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R):

Assertion (A): Acetal/Ketal is stable in basic medium.

Reason (R): The high leaving tendency of alkoxide ion gives the stability to acetal/ketal in basic medium.

In the light of the above statements, choose the correct answer from the options given below:

[JEE Main 2023, 25 Jan (Shift 1)]

a

(A) is true but (R) is false.

b

(A) is false but (R) is true.

c

Both (A) and (R) are true and (R) is the correct explanation of A.

d

Both (A) and (R) are true but (R) is NOT the correct explanation of A.

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Q26
PYQ

In Tollen's test for aldehyde, the overall number of electron(s) transferred to the Tollen's reagent formula \({\left[\mathrm{Ag}{\left({\mathrm{NH}}_{3}\right)}_{2}\right]}^{+}\) per aldehyde group to form silver mirror is ____. (Round off to the nearest integer).

[JEE Main 2021, 18 Mar (Shift 2)]

a

2

b

3

c

4

d

5

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Q27
PYQ

Which one of the following reactions will not yield propionic acid?

[JEE Main 2021, 27 Aug (Shift 2)]

a

\( \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCH}_{3}+\mathrm{OI}^{-} / \mathrm{H}_{3} \mathrm{O}^{+} \)

b

\( \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{3}+\mathrm{KMnO}_{4}\left(\right. \) Heat), \( \mathrm{OH}^{-} / \mathrm{H}_{3} \mathrm{O}^{+} \)

c

\( \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CCl}_{3}+\mathrm{OH}^{-} / \mathrm{H}_{3} \mathrm{O}^{+} \)

d

\( \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}+\mathrm{Mg}, \mathrm{CO}_{2} \) dry ether \( / \mathrm{H}_{3} \mathrm{O}^{+} \)

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Q28
PYQ

\(R—C\equiv N\overset{DIBAL-H}{\underset{{H}_{2}O}{\to }}R—Y\)

Consider the above reaction and identify \( Y \)

[JEE Main 2021, 27 Jul (Shift 2)]

a

\({\mathrm{CONH}}_{2}\)

b

\( -\mathrm{CHO}\)

c

\( -\mathrm{COOH} \)

d

\({\mathrm{CH}}_{2}{\mathrm{NH}}_{2}\)

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Q29
PYQ

Match List-I with List-II.

List-I

(Test)

List-II

(Identification)

(A) Bayer's test (I) Phenol
(B) Ceric ammonium nitrate test (II) Aldehyde
(C) Phthalein dye test (III) Alcoholic-OH group
(D) Schiff's test (IV) Unsaturtion

Choose the correct answer from the options given below:

a

A-III, B-I, C-IV, D-II

b

A-II, B-III, C-IV, D-I

c

A-IV, B-III, C-I, D-II

d

A-IV, B-I, C-II, D-III

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Q30
PYQ

In the reaction of hypobromite with amide, the carbonyl carbon is lost as:

[JEE Main 2021, 18 Mar (Shift 2)]

a

\(C{O}_{3}^{2-}\)

b

\(HC{O}_{3}^{-}\)

c

CO

d

\(C{O}_{2}\)

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Q31
PYQ

2,4-DNP test can be used to identify

[JEE Main 2021, 26 Feb (Shift 2)]

a

halogens

b

amine

c

aldehyde

d

ether

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