1.

A solution of (-)-1-chloro-1-penylethane in toluene racemises slowly in presence of a small amount of SbCl_(5) due to the formation of

Answer»

FREE radical
carbanion
carbene
CARBOCATION

Solution :In presence of `SbCl_(5)`, (-)-1-chloro-1-phenylethane forms a carbocation as shown:
`CH_(3)-CHCl-C_(6)H_(5)+SbCl_(5)to[CH_(3)-overset(+)(C)H-C_(6)H_(5)]SbCl_(6)^(-)`
Since the carbocation is a planar species, therefore, it can be attacked by `SbCl_(6)^(-)` EITHER from the top or the BOTTON face with equal EASE. as a result, a 50:50 mixture of two enantiomers of 1-chloro-1-phenylethane are formed, i.e., (-)-1-chloro-1-phenylethane undergoes racemization due to the formation of a carbocation intermediate.


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