A solution of (+)−2 - chloro −2 - phenylethane in toluene racemises slowly in the presence of small amounts of SbCl5 due to the formation ofCarbanionCarbeneFree radicalCarbocation
Question
A solution of (+)−2 - chloro −2 - phenylethane in toluene racemises slowly in the presence of small amounts of SbCl5 due to the formation ofCarbanionCarbeneFree radicalCarbocation
Solution
The solution of (+)−2 - chloro −2 - phenylethane in toluene racemises slowly in the presence of small amounts of SbCl5 due to the formation of Carbocation.
Here's the step by step explanation:
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SbCl5 is a strong Lewis acid. It accepts a pair of electrons from the chlorine atom in 2-chloro-2-phenylethane, forming a bond with it.
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This results in the formation of a positively charged carbocation (a carbon atom with three bonds and a positive charge) and a chlorine ion.
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The carbocation is unstable and can be attacked by other molecules or ions. In this case, it can be attacked by the chlorine ion or by toluene.
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The attack can occur from either side of the carbocation, leading to the formation of both R and S enantiomers of the original molecule, thus causing racemisation.
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Over time, an equal mixture of R and S enantiomers will be formed, which is a racemic mixture.
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