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Question

Which of the following within a tetrahedral intermediate leaves most readily as a nucleofuge?


A
NH2
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B
OH
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C
OCH2CH3
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D
OCOCH3
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Solution

The correct option is B OCOCH3
In the given options, option D gives 2° carbocation with resonance stabilization. Therefore leaving a nucleophile and intermediate forms easily. In the option C, 1° carbocation forms.
A and B forms nucleophiles- which are not intermediate as shown in the figure.

938791_509055_ans_5dc6b3959f7d4042bcb761d71ce92ef9.JPG

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