Which of the following acids would be expected to have the smallest value for pK_a? A)4-bromobutanoic acid B)4-chlorobutanoic acid C)4,4-dichlorobutanoic acid D)4-bromo-4-iodobutanoic acid E)4-bromo-4,4-dichlorobutanoic acid

Question

Quizplus · Accepted Answer

E) 4-bromo-4,4-dichlorobutanoic acid would have the smallest pKa value because the presence of both bromine and chlorine atoms increases the electron-withdrawing effect through inductive effects, stabilizing the carboxylate anion more effectively than the other options. This increased stabilization leads to a stronger acid.

Which of the Following Acids Would Be Expected to Have