Abstract

The spontaneous unimolecular fragmentation of metastable ions of ethyl lactate, CH 3CH(OH)COOC 2H 5, 1, (MW:118) by electron ionization has been investigated by using mass-analyzed ion kinetic energy (MIKE) spectrometry and D labeling. The fragmentation of 1 is compared with those of methyl lactate, CH 3CH(OH)COOCH 3, 2, (MW:104), and ethyl glycolate, CH 2(OH)COOC 2H 5, 3, (MW:104), which are lower homologues of 1. The metastable ions of 1 +· decompose to give the three fragment ions m/ z 89 (Ċ 2H 5 loss), 75 (CH 3ĊO loss) and 45 (ĊOOC 2H 5 loss). The first fragmentation is accompanied with a large kinetic energy release (KER) in analogy with that for the case of ĊH 3 loss from 2 +·. Double hydrogen atom migration occurs in the second reaction in a similar manner as those in 2 and 3. The last fragment ion is CH 3CH +OH and this is also generated by the other two processes. These fragmentations of 1 +· are similar to those of 2 +·, except for CO loss observed in 2 +·, however, are different from those of 3 +·.

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