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CUET · CHEMISTRY · PYQ PAPER 2023

Which one of the following is most reactive towards substitution nucleophilic unimolecular (\(\text{S}_1\)) reactions?

  1. A \(\text{C}_6\text{H}_5\text{CH}(\text{C}_6\text{H}_5)\text{Br}\)
  2. B \(\text{C}_6\text{H}_3\text{CH}(\text{Br})\text{CH}_3\)
  3. C \(\text{C}_6\text{H}_5\text{C}(\text{CH}_3)(\text{C}_6\text{H}_5)\text{Br}\)
  4. D C6H5CH2Br
Verified Solution

Answer & Solution

Correct Answer

(C) \(\text{C}_6\text{H}_5\text{C}(\text{CH}_3)(\text{C}_6\text{H}_5)\text{Br}\)

Step-by-step Solution

Detailed explanation

S\(_{\text{N}}\)1 reactivity depends on carbocation stability. Stability order: Tertiary > Secondary > Primary; enhanced by resonance. \(\text{C}_6\text{H}_5\text{C}^{+}(\text{CH}_3)(\text{C}_6\text{H}_5)\) is tertiary, stabilized by two phenyl groups and a methyl group, making…
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