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TS EAMCET · Chemistry · Haloalkanes and Haloarenes

Which of the following is least reactive towards \(\mathrm{S}_{\mathrm{N}} 2\) reaction?

  1. B \(\mathrm{CH}_3-\mathrm{CH}-\mathrm{Br}\)
  2. C \(\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{Br}\)
Verified Solution

Answer & Solution

Correct Answer

(D)

Step-by-step Solution

Detailed explanation

\(\mathrm{S}_{\mathrm{N}} 2\) mechanism involves a single step attack of the nucleophile and departure of the leaving group. Thus, the reactivity towards \(\mathrm{S}_{\mathrm{N}} 2\) decreases with increasing crowding at the \(\alpha\)-carbon. The C-atom in (d) is a tertiary…