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Fragmentation of the metastable molecular ion of methyl lactate: The formation of oxygen-protonated methanol [CH3OH2]+involving double hydrogen atom transfers

✍ Scribed by Susumu Tajima; Yukiyoshi Nagai; Osamu Sekiguchi; Masao Fujishige; Nozomu Uchida


Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
331 KB
Volume
6
Category
Article
ISSN
1044-0305

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✦ Synopsis


The spontaneous unimolecular dissociation reaction of methyl lactate (1) ionized by electron impact was investigated by a combination of mass-analyzed ion kinetic energy spectrometry and deuterium labeling. The metastable ions 1(+·) decompose in a variety of ways: four fragment peaks are observed at m/z 89, 76, 61, and 45, which correspond to the losses of ĊH3, CO, CH3ĊO, and ĊOOCH3, respectively. Double hydrogen atom transfer occurs in the third reaction.The source-generated m/z 61 ions decompose into oxygen-protonated methanols at m/z 33 ([CH3OH 2 (+) ]) by the loss of CO with double hydrogen atom migration. Both hydroxyl and methyne hydrogen atoms in 1 (+·) are present in the resultant protonated methanols.


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The ions at m/z 75 [HC (OCH 3 ) 2 ] and m/z 89 [CH 3 C (OCH 3 ) 2 ] decompose into the ion at m/z 47 and into the ions at m/z 43 and 47, respectively. These precursor ions are prepared by the loss of hydrogen (H) from the central carbon in ionized dimethoxymethane (1) and 1,1-dimethoxyethane (2). Th