Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

What is the correct sequence of increasing reactivity of the following compounds towards nucleophilic addition reaction?

(A) Ethanal
(B) Propanone
(C) Propanal
(D) Butanone

Choose the correct answer from the options given below:

Options:

(A), (B), (C), (D)

(D), (B), (C), (A)

(A), (C), (B), (D)

(C), (B), (D), (A)

Correct Answer:

(D), (B), (C), (A)

Explanation:

The correct answer is Option (2) → (D), (B), (C), (A)

Factors Influencing Reactivity

The reactivity of a carbonyl compound ($C=O$) towards a nucleophile is governed by two main factors:

  1. Steric Hindrance: Nucleophilic attack involves a nucleophile approaching the carbonyl carbon. Large alkyl groups attached to this carbon block the nucleophile's path. Therefore, more alkyl groups = less reactive.
  2. Electronic (+I) Effect: Alkyl groups are electron-donating. They push electron density toward the carbonyl carbon, reducing its partial positive charge ($\delta^+$). Since a nucleophile is attracted to a positive charge, more alkyl groups = less electrophilic = less reactive.

Analyzing the Compounds

Based on these factors, aldehydes are always more reactive than ketones.

  • (A) Ethanal ($CH_3CHO$): An aldehyde with one small methyl group. It has the least steric hindrance and the highest electrophilicity among the choices. (Most Reactive)
  • (C) Propanal ($CH_3CH_2CHO$): An aldehyde with one ethyl group. The ethyl group is bulkier and more electron-donating than a methyl group, making it slightly less reactive than ethanal.
  • (B) Propanone ($CH_3COCH_3$): A ketone with two methyl groups. The presence of two electron-donating groups significantly reduces reactivity compared to aldehydes.
  • (D) Butanone ($CH_3COCH_2CH_3$): A ketone with one methyl and one ethyl group. It has the most steric hindrance and the greatest +I effect, making it the least reactive. (Least Reactive)

Increasing Order of Reactivity

Starting from the least reactive to the most reactive:

Butanone < Propanone < Propanal < Ethanal

(D) < (B) < (C) < (A)