Masters Theses
Abstract
"The purpose of this investigation was to study the separation of optical isomers by gas chromatography. An optically inactive solid support was coated with an optically active substrate. Racemic compounds were used as samples. The optically active packing materials tried were d-tartaric acid, d-diethyl tartrate, sucrose, d-camphoric acid, d-camphor-10-sulfonic acid, α -methyl-D-glucoside and L-(α)-glutamic acid.
Racemic compounds that were tried included 2-butanol, 3-methyl- 2-butanol, 2-methyl-1-butanol, 2-octanol, 2-bromooctane, 2-methoxy-octane, methyl-2-bromobutyrate, and 3-methylhexane.
It was found that racemic compounds could be separated by using an optically active material for packing in the gas chromatographic columns. Racemic 2-butanol, 3-methyl-2-butanol, and 2-methyl-1- butanol were separated into two peaks each, using α -methyl-D-glucoside on firebrick (20% by volume). The resolution was found to be dependent on the temperature and the flow rate with the best results being obtained at 130°C and about 75 ml. per min. of helium carrier gas. Collection of samples from the separation using 2-butanol showed each fraction to be 2-butanol by nmr analysis. Large enough samples could not be obtained to confirm the separation by measurement of the rotation.
Only the above mentioned alcohols have been successfully separated. α-methyl-D-glucoside was the only packing material that gave successful separations"--Abstract, page iii.
Advisor(s)
Stoffer, James O.
Committee Member(s)
McDonald, H. O. (Hector O.)
Crosser, Orrin K.
Hanna, Samir B.
Department(s)
Chemistry
Degree Name
M.S. in Chemistry
Sponsor(s)
University of Missouri at Rolla
Petroleum Research Fund
Publisher
University of Missouri at Rolla
Publication Date
1967
Pagination
vi, 60 pages
Note about bibliography
Includes bibliographical references (pages 22-24).
Rights
© 1967 Donald Ellis Carpenter, All rights reserved.
Document Type
Thesis - Open Access
File Type
text
Language
English
Subject Headings
Optical isomers Gas chromatography Alcohols -- Separation
Thesis Number
T 2003
Print OCLC #
5987312
Electronic OCLC #
907302878
Recommended Citation
Carpenter, Donald Ellis, "The separation of optical isomers by gas chromatography" (1967). Masters Theses. 3133.
https://scholarsmine.mst.edu/masters_theses/3133
Comments
Funded by the American Chemical Society Petroleum Research Fund PRF-418G grant