Benzyl chloride is reacted with different nucleophiles shown below. Arrange them in the decreasing order of… · ABC26OR0832

Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Hard

Benzyl chloride is reacted with different nucleophiles shown below. Arrange them in the decreasing order of reactivity. Nucleophiles : $\mathrm{HO}^{\Theta}, \mathrm{CH}_{3} \mathrm{COO}^{\Theta}, \mathrm{PhO}^{\Theta}, \mathrm{CH}_{3} \mathrm{O}^{\Theta}$
(a)$\mathrm{CH}_{3} \mathrm{O}^{\Theta}>\mathrm{HO}^{\Theta}>\mathrm{PhO}^{\Theta}>\mathrm{CH}_{3} \mathrm{COO}^{\Theta}$
(b)$\mathrm{HO}^{\Theta}>\mathrm{CH}_{3} \mathrm{O}^{\Theta}>\mathrm{PhO}^{\Theta}>\mathrm{CH}_{3} \mathrm{COO}^{\Theta}$
(c)$\mathrm{HO}^{\Theta}>\mathrm{PhO}^{\Theta}>\mathrm{CH}_{3} \mathrm{O}^{\Theta}>\mathrm{CH}_{3} \mathrm{COO}^{\Theta}$
(d)$\mathrm{CH}_{3} \mathrm{COO}^{\Theta}>\mathrm{CH}_{3} \mathrm{O}^{\Theta}>\mathrm{HO}^{\Theta}>\mathrm{PhO}^{\Theta}$
Answer
Answer: A ✓ checked by 4AB · confidence medium

The source book printed B; on checking, A is correct — see the explanation.

Book printed (b).

Explanation
Nucleophilicity of oxygen anions tracks basicity: CH₃O⁻ > HO⁻ > PhO⁻ > CH₃COO⁻ (a).

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