✦ LIBER ✦

Piperidyl and morpholinyl esters as derivatives for the structural determination of long-chain fatty acids by mass spectrometry

✍ Scribed by M. Jutila; J. Jalonen

Publisher: John Wiley and Sons
Year: 1988
Tongue: English
Weight: 272 KB
Volume: 17
Category: Article
ISSN: 1076-5174
DOI: 10.1002/bms.1200170603

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✦ Synopsis

Piperidyl and morpholinyl esters have been prepared by the reaction of (saturated, unsaturated and branced) fatty acid chlorides with N-piperidine ethanol, N-(Zhydroxyethyl)-morpholine and 4-hydroxy-N-methylpiperidine, respectively.

The structural requirements and fragmentation mechanisms involved in these remotely interacting esters are systematically examined using electron impact mass spectrometry. The most promising derivative for fatty acid analysis seems to be N-methyl4piperidyl esters with stable molecular ions and other diagnostically useful peaks. Brancing points and double bond position can easily be recognized but cis and trans isomers yield quite similar mass spectra.

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