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The mechanism of the loss of H2 and H2O from 1,4-cyclohexanediol anion and related compounds

✍ Scribed by T. Gäumann; D. Stahl; J. C. Tabet

Publisher: John Wiley and Sons
Year: 1983
Tongue: English
Weight: 480 KB
Volume: 18
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210180608

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✦ Synopsis

Losses

of Hz and H20 from the [M-HIalkoxide anions of 1,4-cydohexanediol formed in OHnegative chemical ionization were studied using synthetic deuterated analogues and labelling by hydrogen-deuterium exchange between neutrals in the ion source prior to ionization. Simple 1,2-Hz elimination leading to an enolate ion does not occur, but stereospecific mechanisms are shown to give a ketolate intermediate daughter ion. Collisionally activated dissociation spectra of the resulting daughter ions are the same as those of the corresponding ions generated directly from ketols.

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