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A solution of (-)- 1 - chloro - 1 - phenylethane in toluene racemises slowly, in the presence of a small amount of SbCI5, due to the formation ofA.free radicalB.carbanionC.carbeneD.carbocation

Question

A solution of (-)- 1 - chloro - 1 - phenylethane in toluene racemises slowly, in the presence of a small amount of SbCI5, due to the formation ofA.free radicalB.carbanionC.carbeneD.carbocation

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Solution

The reaction described involves (-)-1-chloro-1-phenylethane, a chiral compound, racemising, or converting into a mixture of equal amounts of left and right-handed enantiomers. This process is facilitated by the presence of SbCl5, an agent known for its ability to accept electrons.

The key to understanding the mechanism of this reaction is recognizing that SbCl5 is a strong Lewis acid. Lewis acids are electron acceptors, and in this case, SbCl5 accepts a pair of electrons from the chlorine atom in the (-)-1-chloro-1-phenylethane molecule. This results in the formation of a bond between the Sb and Cl atoms and leaves the carbon atom with a positive charge.

This positively charged carbon atom is known as a carbocation. Carbocations are highly reactive and can easily rearrange or react with other molecules. In this case, the carbocation can react with other molecules of (-)-1-chloro-1-phenylethane to form a racemic mixture.

Therefore, the correct answer is D. Carbocation.

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