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Question

(-)-1-chloro-1-phenylethane in toluene racemises slowly in the presence of small amount of SbCl5, due to the formation of:

A
cabanion
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B
carbene
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C
free-radical
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D
carbocation
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Solution

The correct option is A carbocation


A planar cabocation is generated when SbCl5 remove Cl from the substrate.

Since the reactant is having chiral center.

This carbocation is subsequently attacked by Cl (nucleophile) from both the sides (ie., from top and bottom) to produce a racemic mixture.

Option D is correct.

499421_470576_ans_ebedb3eb41654656817cd1d79e2899ee.png

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