Question:medium

Consider the following compounds:
compounds
Arrange these compounds in the increasing order of rate of hydrolysis:

Updated On: Mar 27, 2026
  • (B) < (D) < (C) < (A)
  • (B) < (D) < (A) < (C)
  • (D) < (B) < (A) < (C)
  • (A) < (D) < (B) < (C)
Show Solution

The Correct Option is B

Solution and Explanation

To establish the ascending order of hydrolysis rates among the provided compounds, the stability of each compound's leaving group must be evaluated. Hydrolysis is accelerated by more stable leaving groups. Therefore, the evaluation criteria are: 1) The leaving group's capacity to stabilize a negative charge upon departure. 2) The influence of other substituents on the leaving group via electronic effects (e.g., resonance or inductive effects).
  1. Compound B: Possesses a less effective leaving group relative to the others, resulting in a slower hydrolysis rate.
  2. Compound D: Exhibits a slightly superior leaving group compared to compound B, though less so than compounds A and C, leading to a hydrolysis rate faster than B but slower than A and C.
  3. Compound A: Features a more competent leaving group than compounds B and D, but less so than the leaving group in compound C.
  4. Compound C: Likely has the most effective leaving group, potentially due to resonance stabilization, which facilitates the quickest hydrolysis rate.
Consequently, the sequence of increasing hydrolysis rates is as follows: (B)<(D)<(A)<(C).
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