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Gas‐liquid chromatography and mass spectrometry of biologically active primary amines as their isothiocyanate derivatives
Author(s) -
Narasimhachari N.,
Vouros Paul
Publication year - 1974
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200010602
Subject(s) - chemistry , tryptamines , mass spectrometry , primary (astronomy) , isothiocyanate , phenethylamines , gas chromatography , chromatography , carbon disulfide , organic chemistry , fragmentation (computing) , trimethylsilyl , tryptamine , stereochemistry , biochemistry , physics , astronomy , computer science , operating system
Biologically active primary amines (phenethylamines, amphetamines and tryptamines) form thermally stable isothiocyanate derivatives by reacting with carbon disulfide. Phenolic hydroxyl and indole (NH) nitrogens are further converted to their trimethylsilyl derivatives. The gas chromatographic and mass spectrometric properties of several amines are presented. It is shown that the combined use of gas chromatography and mass spectrometry of these derivatives is well suited for the differentiation of several structural isomers. Fragmentation mechanisms leading to the formation of structurally significant ions are discussed.