Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol

A homologous series (C10, C12, C14, C16, C18) of synthetic O-alkyl and S-alkyl ethers of glycerol was analyzed by gas-liquid chromatography (GLC) and thin-layer chromatography (TLC), and examined by IR and n.m.r. spectroscopy; the physical properties of the O-alkyl and S-alkyl ethers were compared....

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Main Authors: Randall Wood, Claude Piantadosi, Fred Snyder
Format: Article
Language:English
Published: Elsevier 1969-07-01
Series:Journal of Lipid Research
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S0022227520430627
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spelling doaj-15eac41ebff24c2697a0c80a4ed9ccb22021-04-24T05:55:16ZengElsevierJournal of Lipid Research0022-22751969-07-01104370373Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerolRandall Wood0Claude Piantadosi1Fred Snyder2Medical Division, Oak Ridge Associated Universities, Oak Ridge, Tennessee 37830; the School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27515Medical Division, Oak Ridge Associated Universities, Oak Ridge, Tennessee 37830; the School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27515Medical Division, Oak Ridge Associated Universities, Oak Ridge, Tennessee 37830; the School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27515A homologous series (C10, C12, C14, C16, C18) of synthetic O-alkyl and S-alkyl ethers of glycerol was analyzed by gas-liquid chromatography (GLC) and thin-layer chromatography (TLC), and examined by IR and n.m.r. spectroscopy; the physical properties of the O-alkyl and S-alkyl ethers were compared. Isopropylidene derivatives of the glycerol ethers and thioethers were quantitatively analyzed by GLC on polar and nonpolar liquid phases. On a medium polar liquid phase (ethylene glycol succinate), mixtures of the O-alkyl and S-alkyl ethers were completely resolved. Isopropylidene derivatives of glycerol ethers and of thioethers could be separated as classes (though not into individual homologues) by TLC. O-hexadecyl and S-hexadecyl ethers of glycerol are easily distinguished by IR and n.m.r. spectroscopy.http://www.sciencedirect.com/science/article/pii/S0022227520430627glycerol 1-ethers1-thioethersisopropylidene derivativesgas-liquid chromatography with sulfur filterthin-layer chromatographyIR spectroscopy
collection DOAJ
language English
format Article
sources DOAJ
author Randall Wood
Claude Piantadosi
Fred Snyder
spellingShingle Randall Wood
Claude Piantadosi
Fred Snyder
Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol
Journal of Lipid Research
glycerol 1-ethers
1-thioethers
isopropylidene derivatives
gas-liquid chromatography with sulfur filter
thin-layer chromatography
IR spectroscopy
author_facet Randall Wood
Claude Piantadosi
Fred Snyder
author_sort Randall Wood
title Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol
title_short Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol
title_full Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol
title_fullStr Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol
title_full_unstemmed Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol
title_sort quantitative analysis and comparison of the physical properties of o-alkyl and s-alkyl monoethers of glycerol
publisher Elsevier
series Journal of Lipid Research
issn 0022-2275
publishDate 1969-07-01
description A homologous series (C10, C12, C14, C16, C18) of synthetic O-alkyl and S-alkyl ethers of glycerol was analyzed by gas-liquid chromatography (GLC) and thin-layer chromatography (TLC), and examined by IR and n.m.r. spectroscopy; the physical properties of the O-alkyl and S-alkyl ethers were compared. Isopropylidene derivatives of the glycerol ethers and thioethers were quantitatively analyzed by GLC on polar and nonpolar liquid phases. On a medium polar liquid phase (ethylene glycol succinate), mixtures of the O-alkyl and S-alkyl ethers were completely resolved. Isopropylidene derivatives of glycerol ethers and of thioethers could be separated as classes (though not into individual homologues) by TLC. O-hexadecyl and S-hexadecyl ethers of glycerol are easily distinguished by IR and n.m.r. spectroscopy.
topic glycerol 1-ethers
1-thioethers
isopropylidene derivatives
gas-liquid chromatography with sulfur filter
thin-layer chromatography
IR spectroscopy
url http://www.sciencedirect.com/science/article/pii/S0022227520430627
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