Author:
McFadden W. H.,Lounsbury M.,Wahrhaftig A. L.
Abstract
The mass spectra of 1,1-dideutero-l-butanol, 1,1,1,3,3-pentadeutero-2-butanol, and 1,1,1,2,3,3-hexadeutero-2-butanol have been obtained using 70-volt ionizing electrons. Comparison of the cracking patterns of the deuterated butanols with those of the undeuterated compounds confirms certain known features of the mass spectra of alcohols and reveals further information regarding the formation of several rearrangement ions. The strong tendency for alcohols to break at bonds beta to the hydroxyl group has been attributed to charge localization on the oxygen and this feature is used to explain the formation of many of the rearrangement ions. It is postulated that a hydrogen atom may be transferred to the electron-deficient oxygen and that the resulting structure distributes its excess energy and charge to give the activated complexes leading to the observed ions.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
45 articles.
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