ISSN:
0306-042X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Picolinyl esters of cyclopropane fatty acids produced characteristic mass spectra which enabled differentiation from isomeric monounsaturated acids by the presence of an abundant ion produced by formal cleavage through the cyclopropane ring. The mass of this ion indicated the position of the cyclopropane ring on the aliphatic chain and it could be identified by its odd mass and its separation of 13 mass units from ions in adjacent groups. Other major fragment ions arising from radical-induced cleavage of the chain following random hydrogen abstraction showed a 14 mass unit separation. This characteristic feature was also found in the mass spectra of bis-cyclopropane acids where each ring produced a characteristic ion of odd mass. Other features serving to differentiate cyclopropane acids from unsaturated acids were the abundant [M-1]+ ions and the presence of an ion at m/z 133. The nicotinyl derivatives of the corresponding cyclopropane alcohols showed analogous fragmentations. Mechanisms for the formation of the diagnostic ions are suggested.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/bms.1200110410
