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Identification of esters by collisional charge inversion of their enolate ions

✍ Scribed by Martin Tkaczyk; Alex G. Harrison

Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
438 KB
Volume
27
Category
Article
ISSN
1076-5174

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✦ Synopsis

The collisional charge inversion and neutralizatio~eionization (-NR) mass spectra of the enolate ions of m/z 115 derived from the four butyl acetates, the two propyl propionates, ethyl butyrate, ethyl isobutyrate, methyl valerate, methyl 2-methylbyrate and methyl Smethylbutyrate were recorded. The major primary fragmentation reactions of the unstable carbenium ion formed by charge inversion involve elimination of an alkoxy radical to form a ketene or alkylketene molecular ion and formation of an alkyl ion consisting of the R' group of RCOOR'. A minor fragmentation reaction involves elimination of an alkyl radical by cleavage of a C-C bond a to the ether oxygen. The alkylketene ions fragment by /kleavage eliminating an alkyl radical to form an olefinic acylium ion. In most cases the charge inversion mass spectra of the enolate ions allow identification of the ester.

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