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 allphatic ketones are drastically altered following substitution of a trifluoromethyl entity adjacent to the carbonyl group (II and III) or attachment to the γ-carbon atom (V). Loss of the trifluoromethyl group by α-cleavage far exceeds the alternative elimination of an alkyl radical. Virtually complete repression of the McLafferty rearrangement process (I → a) occurs when a CF3 group is attached to the γ-carbon atom. A fluorine atom is not transferred in lieu of hydrogen in the McLafferty rearrangement as demonstrated by the mass spectrum of 1,1,1,7,7,7-hexafluoroheptan-4-one (IV). Rationalization for these results are presented as is a description of the syntheses of several hitherto unknown fluorinated ketones.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210020310