Document Type

Thesis

Date of Award

6-30-1958

Degree Name

Master of Science in Chemical Engineering - (M.S.)

Department

Chemical Engineering

First Advisor

James A. Bradley

Second Advisor

Saul I. Kreps

Third Advisor

C. L. Mantell

Abstract

The object of this thesis was to determine the rela¬tive activity towards hydrolysis of several halogen deriv¬atives of nitrobenzenesulfonate. The halide is Para to a nitro group and ortho to the sulfonic acid group.

The compounds studied were:

(I) sodium 2-chloro-5-nitrobenzenesulfonate

(II) sodium 2-bromo-5-nitrobenzenesulfonate

The chlorine was found to be more reactive than the bromine.

A dichloride, (III), sodium 2,5-dichloro-3-nitroben-zenesulfonate was also studied. Here one chlorine is activated by both the nitro and sulfonic acid groups. The other chlorine being meta to the nitro and sulfonic acid groups would be adverse to hydrolysis.

Rates of hydrolysis of (I), (II), and (III) were determined at three different temperatures. From an Arrhenius plot the activation energy of each compound was determined.

The values found were as follows:

(I) 23,100 calories

(II) 25,374 calories

(III) 15,400 calories

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