Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

In the following reaction, the product A is

Options:

p-Bromobenzoic acid

m-Bromobenzoic acid

o-Bromobenzoic acid

2,4-Dibromobenzoic acid

Correct Answer:

o-Bromobenzoic acid

Explanation:

The correct answer is Option (3) → o-Bromobenzoic acid

In reaction 1 Br adds at the ortho position as para position is blocked by $-{NO_2}$ resulting in o-bromotoluene.

In reaction 2 Sn/HCl reduces $-{NO_2}$ group to $-{NH_2}$ group (reduction) 

In third reaction then NaNO₂/HCl forms diazonium salt (diazotization). 

In 4rth reaction $H_3PO_2$ replaces $-{N_2}^+$ with H (removes the diazonium group)

In last reaction $KMnO_4$ oxidizes the methyl to –COOH, yielding ortho-bromobenzoic acid