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Question

Draw Fischer projections for the following substitution reaction:


A

At the chiral center,.inversion of stereochemical configuration occurs

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B

At the chiral center,.retention of stereochemical configuration occurs

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C

The product is a racemic mixture

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D

The mechanism is SN1

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Solution

The correct options are
A

At the chiral center,.inversion of stereochemical configuration occurs


B

At the chiral center,.retention of stereochemical configuration occurs


C

The product is a racemic mixture


D

The mechanism is SN1


The problem is definitely of SN1 and the product will be a racemic mixture. The first, slow, rate-determining step
is the formation of a stable, tertiary carbocation as the Br leaves. So the solution is:


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