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B
100% inversion
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C
100% racemization
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D
Inversion more than retention leading to initial racemization
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Solution
The correct option is D Inversion more than retention leading to initial racemization In an SN1 reaction on chiral centres, there is inversion more than retention leading to initial racemization.
Thus if we start with a pure enantiomer and carry out SN1 substitution on chiral carbon, the product will be racemic. This is because a planar carbocation intermediate is obtained. The nucleophile can attack from either side of this intermediate.