Q38 / 160 · TS EAMCET 2023 (14 May Shift 1) · Chemistry

Arrange the following in the correct order of their reactivity towards nucleophilic addition reactions Figure

  • A
    I $>$ III $>$ IV $>$ II
  • B
    IV $>$ II $>$ I $>$ III
  • C
    II $>$ III $>$ I $>$ IV
  • Correct answer
    D
    III $>$ I $>$ IV $>$ II

Solution

The reactivity of a substrate towards nucleophilic addition reactions depends on the groups attached to the carbonyl carbon that affect the charge density on it. III is most reactive due to absence of electron-donating $-\mathrm{CH}_3$ groups that are present on other compounds. II is least reactive due $-\mathrm{CH}_3$ and $-\mathrm{NH}_2$ that greatly increase the charge density on carbonyl carbon, making it least prone to nucleophilic attack. Among $\mathrm{I}$ and IV, I is more reactive due to only one $-\mathrm{CH}_3$ group. Thus, the order will be III $>$ I $>$ IV $>$ II.

Hence, the correct answer is option: 'D'.

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