Regioisomer Differentiation of Ring-Substituted Chloromethcathinones and Bromomethcathinones Using Gas Chromatography/Electron Ionization-Triple Quadrupole Energy-Resolved Mass Spectrometry
| Autor: | Eriko Minami, Takaya Murakami, Hiroshi Hasegawa, Yuki Sakamoto, Reiko Ishimaru, Satoshi Chinaka, Yoshiaki Iwamuro, Natsuhiko Sugimura |
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| Rok vydání: | 2020 |
| Předmět: |
Chemistry
010401 analytical chemistry Analytical chemistry 010402 general chemistry Mass spectrometry Ring (chemistry) 01 natural sciences Bond-dissociation energy 0104 chemical sciences Triple quadrupole mass spectrometer Capillary column Structural Biology Structural isomer Gas chromatography Spectroscopy Electron ionization |
| Zdroj: | Journal of the American Society for Mass Spectrometry. 32(2) |
| ISSN: | 1879-1123 |
| Popis: | Positional isomers o-, m-, and p-chloromethcathinones (CMCs) and m- and p-bromomethcathinones (BMCs) were effectively differentiated using gas chromatography (GC) and energy-resolved mass spectrometry (ERMS) analyses. GC demonstrated that the free bases of CMC and BMC isomers were simultaneously baseline-separated at a slow column heating rate (5 °C/min) using a conventional low-polar capillary column. ERMS showed that the trifluoroacetyl derivatives of the positional isomers differed in mass spectral abundances of both halophenyl and halobenzoyl cations. Moreover, the logarithmic plots of the abundance ratio of the two cations as a function of the collision energy (CE) exhibited marked differences among the isomers at each CE, following the order of ortho < para < meta for CMCs and para < meta for BMCs. The performed theoretical calculations of dissociation energy agreed well with the ERMS measurements. The GC and ERMS methodologies enabled unambiguous and reliable differentiation of CMC and BMC isomers. The developed approach is expected to significantly contribute to the accurate structural identification of new psychoactive substances in forensic, toxicological, and clinical fields. |
| Databáze: | OpenAIRE |
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