InterviewSolution
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InterviewSolution
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A solution of (-l)- chloro -1 phenyletane in toluene recemises slowly in the presence of a small amunt of `SbCI_(5)` due to the formation of .A. carbanionB. carbeneC. carbocationD. free radical |
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Answer» Correct Answer - C The given compound , (-1) cholro 1 phenylethane in the presence of `SbCI_(5)` froms a carbocation `CI -CH-CH_(3) underset("Toluene")overset(SbCI_(5))rarr[Ph - overset(+)CH - CH_(3)] + SbC1ba_(6)^(-)` . Since the carbocation is a planar species therefore it can be attacked by `SbCI_(6)` either from the front or back side of the carbocation with equal ease As a result 50 :50 mixture of two enantiomers of 1-chloro 1 phenylethane undergoes racemization due to the formation of a carbocation intermediate `[Ph -overset(+)CH-CH_(3)]SbC1_(6)rarrPh -underset(["d and 1 forms"])underset(C1)underset(|)CH -CH_(3) + SbC1_(5)` . |
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