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Question

(-)-1-chloro-1-phenylethane in toluene racemises slowly in the presence of small amount of $$Sb{Cl}_{5}$$, 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 $$Sb{Cl}_{5}$$ 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

Chemistry

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