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Question

For the given carbanion intermediate,
RCH2−−CH−CH2−Cl
Choose the correct statement(s) :

A
RCH2 group shows I effect and hence stabilizes the carbanion.
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B
RCH2 group shows +I effect and hence destabilizes the carbanion.
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C
Br group shows +I effect and hence stabilizes the carbanion.
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D
Cl group shows I effect and hence stabilizes the carbanion.
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Solution

The correct option is D Cl group shows I effect and hence stabilizes the carbanion.
RCH2 group is an electron donating group and hence it shows +I effect. Since it is an electron donor, the negative charge on the carbanion increases and subsequently stability decreases.
Cl group is an electron withdrawing group and hence it shows I effect. Since it withdraws electrons, the negative charge on carbanion will get reduced and subsequently stability increases.

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