Question

What product is obtained from the reaction of excess benzene with each of the following reagents?

1. isobutyl chloride + AICl₃
2. 1-chloro-2,2-dimethylpropane + AICl₃
3. dichloromethane + AICl₃

Short answer

When excess benzene reacts with the alkyl halide alkyl act as an electrophile and attacksthe benzene ring and alkyl-substituted benzene forms with the removal of HCl.

Step-by-step solution

Friedel craft alkylation

When excess benzene reacts with the alkyl halide alkyl act as an electrophile and attacksthe benzene ring and alkyl-substituted benzene forms with the removal of HCl.

Reaction of benzene with reagent a

When an excess of benzene reacts with the isobutyl chloride in the presence of aluminum chloride leads to the formation of isopropyl benzenethis is the aluminum chloride that removes the chloride ion and makes the isopropyl a good electrophile to attack the benzene ring.

Formation of isobutyl benzene

Reaction of benzene with reagent b

As per the given reagent 1-chloro-2,2-dimethyl propane reacts with excess benzene formed acyl substituted benzene named as 2,2 dimethyl propane 1-benzene by the removal of the chloride ion through aluminum chloride.

The reaction of excess benzene with reagent b.

Reaction of benzene with reagent c

When dichloromethane reacts with excess benzene in presence of aluminum chloride it leads to the removal of 2 equivalents of HCl due to the presence of two chloride in the reagent so that the two-benzene ring are joined by the methylene group as given:

The reaction of excess benzene with reagent b.