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Question

Choose the correct statement(s) for the given carbocation intermediate:
RCH2−+CH−CH2−Cl

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

The correct option is C Cl group shows I effect and hence destabilizes the carbocation.
RCH2 group is an electron donating group and hence it shows +I effect. Since it is an electron donor, stability increases as overall positive charge reduces.
Cl group is an electron withdrawing group and hence it shows I effect. Since it withdraws electrons, the overall positive charge on carbocation will increase and subsequently stability decreases.

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