Question

Which of the following correct order of decarboxylation of $\beta$-keto caboxylate anion ?

• A. a > b > c > d
• B. c > d > a > b
• C. c > d > b > a
• D. d > c > b > a

Answer 1

The correct option is C c > d > b > a

If more electron withdrawing group lies at the ${}^{\prime }{G}^{\prime }$ group , then the negative charge formed at $\alpha$ position carboxylate ion is stabilized.

$H^{+}(\to$ Acidic hydrogen$)$ is leaving .

$\Rightarrow$ more is stabilization, more is the reactivity towards decarboxylation of $\beta$ -keto carboxilic acid.

$-{NO}_2>-CN>-Cl>-Fc>d>b>a$