Chapter 16.SE, Problem 63AP

Interpretation Introduction

Interpretation:

Whether the Friedal-Crafts reaction of benzene with (R)-2-chlorobutane will lead to an optically active or racemic product is to be explained.

Concept introduction:

The Friedal-Crafts reaction occurs through the formation of a carbocation intermediate. The carbocation is a planar species, as the positively charged carbon is in sp² hybridized state. The reaction with the aromatic ring can occur from both sides of the carbocation. Hence normally a racemic mixture is obtained as the product.

To explain:

Whether the Friedal-Crafts reaction of benzene with (R)-2-chlorobutane will lead to an optically active or racemic product is to be explained.