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Question

Which of the following group show +M > –I effect?


A

-F

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B

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C

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D

–COOH

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Solution

The correct option is B


The oxygen of the ester group is in conjugation with the carbonyl of the COR group. The carbonyl group is electron withdrawing and this rules out the aldehyde and carboxylic acid groups as unsuitable as per the question.

The oxygen of the OCOR is relatively free to conjugate its one of the two lone pairs. This is despite the fact that the OCO bond has double bond character.


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