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Why Does the Following Reaction Result in a Racemic Mixture

Question 6

Multiple Choice

Why does the following reaction result in a racemic mixture of products? Why does the following reaction result in a racemic mixture of products?   A) The acetic acid reagent is achiral. B) Once the tosylate ionizes, it leaves a planar carbocation that can be attacked with equal likelihood at either side. C) The key intermediate is achiral. D) Both the enantiomeric products are equal in energy. E) Neighboring group participation diminishes the selectivity of the reaction.


A) The acetic acid reagent is achiral.
B) Once the tosylate ionizes, it leaves a planar carbocation that can be attacked with equal likelihood at either side.
C) The key intermediate is achiral.
D) Both the enantiomeric products are equal in energy.
E) Neighboring group participation diminishes the selectivity of the reaction.

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