In order to solve this problem, you must read the description of the Hammett Ï, Ï treatment

In order to solve this problem, you must read the description of the Hammett σ, ρ treatment given in Chapter 17, Problem 76. When the rate constants for the hydrolysis of several morpholine enamines of para-substituted propiophenones are determined at pH = 4.7, the p value is positive; however, when the rates of hydrolysis are determined at pH = 10.4, the p value is negative.
a. What is the rate-determining step of the hydrolysis reaction when it is carried out in a basic solution?
b. What is the rate-determining step of the reaction when it is carried out in an acidic solution?

Transcribed Image Text:

CH3 a morpholine enamine of a para-substituted propiophenone p 1.39 (pH 4.7) p1.29 (pH 10.4) -2 +2