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Unimolecular hydrogen chloride loss from the molecular ions of chlorophenols. A ‘ring‐walk’ mechanism for a chlorine ion
Author(s) -
Takahashi Yutaka,
Higuchi Tetsuo,
Sekiguchi Osamu,
Ubukata Masaaki,
Tajima Susumu
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(19990315)13:5<393::aid-rcm498>3.0.co;2-v
Subject(s) - chemistry , chlorine , ring (chemistry) , chloride , ion , chlorine atom , hydrogen chloride , fragmentation (computing) , benzene , hydrogen , hydrogen atom , molecule , inorganic chemistry , metastability , photochemistry , medicinal chemistry , organic chemistry , alkyl , computer science , operating system
The loss of hydrogen chloride (HCl) is one of the main fragmentation processes in the molecular ions of o ‐, m ‐ and p ‐chlorophenols in the metastable time window. By investigation of D‐labeled compounds, it could be established that the eliminated HCl molecule contains only the hydroxylic hydrogen atom, not other benzene ring hydrogen atoms. This process is rationalized by the so‐called ‘ring‐walk’ mechanism for a chlorine atom. Copyright © 1999 John Wiley & Sons, Ltd.