Masters Theses
Abstract
"The brosylates of 3-methyl-2-butanol and it's a-d1-, ß-d1-, B-d3-, and S-d4- analogs have been synthesized. The solvolytic rate data for these compounds were determined. The solvolytic products in 70% (vol.) ethanol-water have been identified by flame ionization gas chromatography using a Carbowax 20M column. The amount of each product was measured by integrating the peak areas from the chromatograms. By analyzing the isotope effect data, the rate determining step is shown to be the formation of the hydrogen bridged ion pair intermediate. By evaluating the GC-mass spectral analysis of the isopentenes, a portion of the elimination process is shown to occur after the hydride migration. However, some elimination must occur from both the secondary and the tertiary intermediates. The resulting amylene of each can be calculated by using the classical carbonium ion theory. The results in the present system suggest that the secondary alcohol and ether come from the secondary solvent separated ion pair and the tertiary alcohol and ether come from free carbonium ion"-- Abstract, p. iv
Advisor(s)
Stoffer, James O.
Committee Member(s)
Russell Robert R.
Findley, Marshall E., 1927-1991
Department(s)
Chemistry
Degree Name
M.S. in Chemistry
Publisher
University of Missouri--Rolla
Publication Date
1974
Pagination
ix, 41 pages
Note about bibliography
Includes bibliographical references (pages 31-33)
Rights
© 1974 Luu Le Nghi, All rights reserved.
Document Type
Thesis - Open Access
File Type
text
Language
English
Thesis Number
T 4005
Print OCLC #
5981693
Recommended Citation
Nghi, Luu Le, "Mechanism of solvolysis of 3-methyl-2-butyl brosylates." (1974). Masters Theses. 3102.
https://scholarsmine.mst.edu/masters_theses/3102