Question

What product would you expect from a nucleophilic substitution reaction of (S)-2-bromohexane with acetate ion, CH3CO22? Assume that inversion of configuration occurs, and show the stereochemistry of both the reactant and product.

Answer 1

(R) - hexyl acetate

Step-by-step explanation:

Hello,

This reacción is a nucleophilic substitution SN2.

The configuration (s), means that the groups around the chiral carbon are organized appose to the clock hands movement. But when the reaction happens, these configurations become an (r) configuration, it means the groups around the chiral carbon organize according to the clock hands movement.

Generally, these reactions are related to nucleophilic species, an example is the ion acetate, a conjugated acid which is a weak nucleophilic, for this reason, the transition state is more energetic, it means, less stable than if the reaction occurs with a strong nucleophilic.

Look the image to compare the two configurations of the reactant and product.