ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A series of dioxabicyclo[n.2.2]alkanes (n = 1,2,3 and 4) and dioxabicyclo[n.2.2]alkenes were studied under electron impact ionization. The fragmentation pathways were elucidated with the aid of accurate mass measurements, metastable scan techniojei and deuterium labelling. The preferential fragmentation of molecular ions in dioxabicyclo[n.2.2]alkanes corresponds to the loss of hydroperoxyl radical ·OOH. Hydrogens that are participating in this elimination come primarily from the syn position on the two-membered carbon bridge. The dioxabicyclo[n.2.2]alkenes undergo the retro-Diels-Alder process, which produces dioxygen and 1,3-cycloalkadiene. In both saturated and unsatutated peroxides subsequent fragmentation of the hydrocarbon ring depends upon the value of n.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210221202
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