ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The expulsion of a bromine atom from the molecular ion of β-bromoethyl benzoate displays a kinetic behavior which resembles that of a rearrangement reaction. The two oxygen atoms in the resulting [M — Br]+ ion become equivalent before or during the secondary decomposition of this ion, as shown by oxygen labeling. In addition, the primary ions generated from benzophenone ethylene ketal and acetophenone ethylene ketal by phenyl and methyl expulsion, respectively, undergo subsequent fragmentation in the same way as the [M — Br]+ from β-bromoethyl benzoate. These results strongly indicate that the carbonyl-oxygen atom participates in the expulsion of bromine. The effect of ring substituents on the competing loss of bromine and McLafferty rearrangement is also discussed.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210030308
