Target Exam

CUET

Subject

Chemistry

Chapter

Inorganic: Coordination Compounds

Question:

Arrange the following compounds in increasing order of their reactivity towards $S_N2$ reaction:

(A) $CH_3CH_2CH_2CH_2Br$
(B) $(CH_3)_2CHCH_2Br$
(C) $CH_3CH_2CH(Br)CH_3$
(D) $(CH_3)_3CBr$

Choose the correct answer from the options given below:

Options:

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

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

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

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

Correct Answer:

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

Explanation:

The correct answer is Option (1) → (D), (C), (B), (A)

The increasing order of reactivity towards SN2 reaction is:
tert-butyl bromide < secondary alkyl bromide < branched primary bromide < straight-chain primary bromide

So, (D) < (C) < (B) < (A)

Key concept of SN2 reaction

  • SN2 is a one-step reaction

  • Nucleophile attacks from the backside

  • Reaction is highly affected by steric hindrance

 Less crowding = faster reaction

(D) (CH₃)₃CBr

  • Tertiary alkyl halide

  • Very bulky

  • Backside attack is almost impossible

Least reactive

(C) CH₃CH₂CH(Br)CH₃

  • Secondary alkyl halide

  • Moderate steric hindrance

→ Reactivity increases compared to tertiary

(B) (CH₃)₂CHCH₂Br

  • Primary alkyl halide but branched

  • Some steric hindrance due to branching

→ More reactive than secondary but less than straight chain

(A) CH₃CH₂CH₂CH₂Br

  • Primary alkyl halide

  • Least steric hindrance

Most reactive in SN2