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Probing molecular structure by the chemical resolution of hydrogen migrations
Author(s) -
Keough T.
Publication year - 1984
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210191105
Subject(s) - protonation , chemistry , resolution (logic) , mass spectrometry , ionic bonding , molecule , chemical ionization , hydrogen , ionization , hydrogen chloride , chloride , ion , computational chemistry , organic chemistry , chromatography , artificial intelligence , computer science
Methyl chloride chemical ionization mass spectrometry has been used to probe molecular stereochemistry in simple model systems such as cyclic diols and cyclic dicarboxylic acids. The methylation technique, which is based on the chemical resolution of hydrogen migrations, often yields ionic fragments that enable the differentiation of cis and trans isomers. This technique, like protonation methods, fails to differentiate the isomers of 1,2‐cyclohexanediol. However, it does allow differentiation of the isomers of 1,2‐cyclohexanedicarboxylic acid, species that cannot be distinguished via protonation techniques. The utility of methylation in conjunction with MS/MS is also discussed.