Question

Draw the products of each reaction

a)

b)

c)

Short answer

a)

b)

c)

Step-by-step solution

Nucleophilic aromatic substitution

The substitution reaction in which the nucleophile displaces a good leaving group such as halide on an aromatic ring is known as nucleophilic aromatic substitution.

These reactions follow the addition-elimination mechanism.

Products of the reaction

a) Aryl halides on treatment with a strong base like ${\text{NaNH}}_{\text{2}}$ generate reactive intermediate benzyne.

When ${\text{NaNH}}_{\text{2}}$is used, available nucleophile ${}^{-}\text{NH}_{\text{2}}$reacts with benzyne and gives aniline as the product.

b) Treatment of 1-chloro-4-methoxy with sodium hydroxide in the presence of ammonia, forms a mixture of two products.

c) Treatment of 1-chloro-2-ethylbenzene with potassium amide in the presence of ammonia, forms a mixture of two products.