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Electron impact mass spectra of 1a,3‐disubstituted 1,1‐dichloro‐1,1a,2,3‐tetrahydroazirino [2,1‐ d ][1,5]benzothiazepines
Author(s) -
Xu Jiaxi,
Lan Ruoxi,
Jin Sheng
Publication year - 1999
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(19990730)13:14<1506::aid-rcm676>3.0.co;2-v
Subject(s) - chemistry , phenylacetylene , electron ionization , propyne , ring (chemistry) , mass spectrum , yield (engineering) , ion , chlorine , mass spectrometry , styrene , photochemistry , aziridine , medicinal chemistry , ionization , organic chemistry , materials science , polymer , chromatography , copolymer , metallurgy , catalysis
Abstract The mass spectrometric behaviour of eight 1a,3‐disubstituted 1,1‐dichloro‐1,1a,2,3‐tetrahydroazirino[2,1‐ d ][1,5]benzothiazepines has been studied with the aid of mass‐analyzed ion kinetic energy spectrometry and exact mass measurements under electron impact ionization. All compounds show a tendency to eliminate a chlorine radical from the aziridine ring and then eliminate a neutral propene or substituted/unsubstituted styrene from the thiazepine ring to yield 1,4‐benzothiazine ions. They can also lose hydrogen chloride and a chlorine radical, or lose two chlorine atoms, to undergo a ring enlargement rearrangement to produce 1,6‐benzothiazocine ions, which can further eliminate propyne or phenylacetylene, or small molecular fragments, to yield some abundant fragment ions. Copyright © 1999 John Wiley & Sons, Ltd.