Question

CHEM332 Problem Set #5 Spring 2020 1. Circle which of the carboxylic acid derivatives in each of the following pairs would undergo hydrolysis the fastest. In the box provided, briefly explain why. You don't need full sentences. CH3 oba oba . 10 HC OCH HEC нейс, сен 0 0 HyC сн, н, сосн, нс сн,

Answer 1

Rate of hydrolysis here refers as breaking of c-o of. c-N bond. More the bond orther less will be sute of hydrolysis. i IZ IZ: Here Here rate of hydrolysis will be highers for A because conjugation of l.p. of N will be back forced by phenyl sing. IZ +ZI As a band result bond order will be less for A. for c-N

high with ordes Among c and Do rate of hydrolysis will be for as 'o can have a conjugation phenyl sing. As a result e-o, bond will be less for D. hier E F E will have higher rate because here one to influence other by following way of hydrolysis the hydrolysis of ( = се о +

G has slower sale of hydrolysis because of steric hindrance. Here H₂o can't easily approach the electrophilic e=0 centre. due to steric.