Question

Identify the rate of decarboxylation of isomeric pyridine acetic acids by the similar mechanism.

• A. 1 > 2 > 3
• B. 1 > 3 > 2
• C. 3 > 2 > 1
• D. 2 > 1 > 3

Answer 1

The correct option is A 1 > 2 > 3

The rate of decarboxylation of isomeric pyridine acetic acids by the similarly mechanism the order is $1>2>3$. Because in case of (1) hydroxide ion forms a hydrogen -bonded bridges between the carboxylate oxygen and ring nitrogen as in reaction. in case of $\left(3\right)$ the acetic acid group is far away from the nitrogen atom so there is no chance to form hydrogen bond bridge with nitrogen atom.