Quantitative analysis and comparison of the physical properties of O-alkyl and S-alkyl monoethers of glycerol.
A homologous series (C(10), C(12), C(14), C(16), C(18)) 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.
D000473:Alkanes / Q000032:analysis; D000475:Alkenes / Q000032:analysis; D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D004987:Ethers / Q000032:analysis*; D005990:Glycerol / Q000032:analysis*; D007259:Infrared Rays; D009682:Magnetic Resonance Spectroscopy; D013053:Spectrophotometry; D013057:Spectrum Analysis; D013438:Sulfhydryl Compounds / Q000032:analysis; D013455:Sulfur
D000473:Alkanes; D000475:Alkenes; D004987:Ethers; D013438:Sulfhydryl Compounds; D013455:Sulfur; D005990:Glycerol