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

Library of Congress Subject Headings

Optical isomers
Gas chromatography
Alcohols -- Separation

Thesis Number

T 2003

Print OCLC #

5987312

Electronic OCLC #

907302878

Comments

Funded by the American Chemical Society Petroleum Research Fund PRF-418G grant

Included in

Chemistry Commons

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