(+)-2-chloro-2-phenylethane in toluene racemi | vedclass

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(D) The $SbCl_5$ acts as a Lewis acid and abstracts the chloride ion $(Cl^-)$ from the substrate, $(+)-2-$chloro$-2-$phenylethane.This results in the

Vedclass · Accepted Answer

carbocation

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(D) The $SbCl_5$ acts as a Lewis acid and abstracts the chloride ion $(Cl^-)$ from the substrate, $(+)-2-$chloro$-2-$phenylethane.This results in the formation of a planar, $sp^2$ hybridized carbocation intermediate.Because the carbocation is planar, the chloride ion can attack from either the top or the bottom face with equal probability.This leads to the formation of both enantiomers, resulting in a racemic mixture.

$(+)-2-$chloro$-2-$phenylethane in toluene racemises slowly in the presence of small amount of $SbCl_5$, due to the formation of

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