Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Haloalkanes and Haloarenes

Question:

Arrange the following compounds towards increasing $S_N2$ reaction?

(A) n-Butyl bromide
(B) Isobutyl bromide
(C) Tertiary butyl bromide
(D) Sec-Butyl bromide

Choose the correct answer from the options given below:

Options:

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

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

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

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

Correct Answer:

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

Explanation:

The correct answer is Option (4) → (C), (D), (B), (A)

SN2 reactions proceed via backside attack and are favored by less steric hindrance around the carbon bearing the leaving group.

  • Primary alkyl halides → fastest SN2
  • Secondary alkyl halides → slower
  • Tertiary alkyl halides → very slow (almost no SN2)

The general order of SN2 reactivity is: Primary > Secondary > Tertiary

Given compounds:

  1. n-Butyl bromide (A) → primary → fastest
  2. Isobutyl bromide (B) → primary but slightly branched → slower than n-butyl
  3. Sec-butyl bromide (D) → secondary → slower
  4. Tertiary butyl bromide (C) → tertiary → very slow

Increasing order of SN2 reactivity:

$\text{C (slowest)} < \text{D} < \text{B} < \text{A (fastest)}$

Or written from slowest to fastest (increasing reactivity):

$\text{C}, \text{D}, \text{B}, \text{A}$