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Ion–molecule reactions of cis ‐ and trans ‐cyclopropane derivatives with methane, acetone and vinyl acetate under chemical ionization conditions
Author(s) -
Li Zhili,
Liu Shuying,
Song Fengrui,
Liu Zhiqiang,
Zhou Yu
Publication year - 1998
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19980214)12:3<105::aid-rcm123>3.0.co;2-9
Subject(s) - chemistry , protonation , adduct , chemical ionization , mass spectrum , acetone , mass spectrometry , polyatomic ion , molecule , medicinal chemistry , photochemistry , ion , ionization , organic chemistry , chromatography
Ion–molecule reactions of four isomeric cyclopropane derivatives were investigated under chemical ionization(CI) conditions, using methane, acetone and vinyl acetate as reagent gases. The methane positive‐ion CI mass spectra of each of two isomer pairs 1,2 and 3,4 are identical, and so are the collision‐induced dissociation (CID) spectra of the protonated molecules of each of the two isomer pairs. The protonation reactions for the isomer pairs 1,2 and 3,4 occurred on the sites of the carboxyl groups and the R groups, respectively. Differences between isomers 1 and 2 are observed in their acetone (A) positive‐ion CI mass spectra and in the CID spectra of their adduct ions ([M+H+A] + ). The adduct ions of compounds 2, 3 and 4 with protonated acetone and with protonated acetone dimer are observed in their CI mass spectra. However, only the adduct ions of compound 1 with protonated acetone appear in its CI mass spectrum. The protonated dimers of each of the four compounds are found in their vinyl acetate positive‐ion CI mass spectra, and the CID spectra of these dimers for isomers 1 and 2 can also reflect their stereostructural difference. © 1998 John Wiley & Sons, Ltd.