1.

(t)-2-Chloro-2-phenylethane in toluene racemises slowly in the presence of small amount of SbCl_(5). due to the formation of

Answer»

carbanion
carbene
free-radical
carbocation.

Solution :In presence of `SbCl_(5), `2-chloro-2-Phenlethane forms a carbocation as SHOWN below:
`CH_(3) - "CHCl" - C_(6) H_(5) + "SbCl"_(5) rarr [ 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 bottom face with EQUAL case. As a result, a 50: 50 mixture of two enantiomers of 2-chloro-2-phenylethane are FORMED, i.e., (+)-2-chloro-2- phenylethane undergoes racemization due to the FORMATION of carbocation intermediate.


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