Document Type
Thesis
Date of Award
5-31-1983
Degree Name
Master of Science in Chemical Engineering - (M.S.)
Department
Chemical Engineering and Chemistry
First Advisor
David S. Kristol
Second Advisor
Ching-Rong Huang
Third Advisor
Richard Clyde Parker
Abstract
The kinetics of the hydrolysis of a series of water-soluble aromatic esters (sodium 4-acyloxy-3-nitrobenzene sulfonates) were analyzed in order to determine the effect of a variety of substitutions (on the α-carbon of the acid group) upon the rate of reaction.
The following was observed. That (a), the hydroxide catalyzed and water dependent hydrolyses of these esters are slower for larger substituents and faster for smaller ones. That (b), the chymotrypsin catalytic hydrolysis of these esters shows an acylation reaction step which occurs at a rate greater than deacylation for larger substituents, and at approximately equal rates for smaller ones. Furthermore, overall hydrolysis is faster for smaller substituents and slower for larger ones, except for the 1-adamantanoyl substituent which shows a very fast acylation step. And (c), the blood catalitic hydrolysis of the 1-adamantanoyl ester may be used to determine the serum concentration of the enzyme responsible for hydrolysis.
Individual reactions were run at constant temperature and pH, by spectrophotometrically recording changes in the sodium 4-hydroxy-3-nitrobenzene sulfonate concentration. All raw reaction data were inputed into FORIVAN computer programs which calculated the kinetic parameters.
Recommended Citation
Rinaldi, Louis E., "The hydroxide-, chymotrypsin-, and blood-catalyzed hydrolysis of a series of sodium 4-acyloxy-3-nitrobenzene sulfonates" (1983). Theses. 3604.
https://digitalcommons.njit.edu/theses/3604
