Question

(1) Compare the pK_a values and arrange the following in an increasing order of acid strength. CI₃CCOOH, ClCH₂COOH, CH₃COOH, Cl₂CHCOOH

(2) Draw structures of conjugate bases of monochloroacetic acid and dichloroacetic acid. Which one is more stabilized by – 1 effect?

Answer 1

(1) An increasing order of acid strength :

dichloroacetate ion formed gets stabilised due electron-withdrawing effect of two chlorine atoms. (- 1 effect)