ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The mass spectra of hexanal, heptanal and nonanal variously labeled with deuterium confirm γ-hydrogen migration and β cleavage as the mechanism leading to [C2H4O]+· and [M — C2H4O]+·, although the data on the latter are complicated by contributions from other, related paths. In addition, they show that three other major primary decomposition products, [M — C2H4]+·, [M — H2O]+· and [C3H5O]+, all arise in large part by processes involving γ-hydrogen migration to the oxygen atom. The ethylene lost to yield the first of these products consists of the α and β methylene groups. The loss of ethylene most likely occurs by way of a cyclobutanol intermediate, which, via alternative reaction paths, may well contribute to the yields of the other two products as well. These findings further extend the range of parallelism between photochemical and electron-impact-induced reactions.
Additional Material:
8 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210030602
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