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The use of ethanethiol to locate the triple bond in alkynes and the double bond in substituted alkenes by gas chromatography/mass spectrometry
Author(s) -
Pepe C.,
Dif K.
Publication year - 2001
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 - 10.1002/1097-0231(20010130)15:2<97::aid-rcm196>3.0.co;2-3
Subject(s) - ethanethiol , chemistry , triple bond , double bond , steric effects , adduct , dimethyl disulfide , mass spectrometry , medicinal chemistry , stereochemistry , organic chemistry , sulfur , chromatography
In order to locate the position of the triple bond in alkynes, several dimethyl disulfide (DMDS) derivatives of alkynes were studied. None of these adducts, on EI ionization at 70 eV, allowed the location of the triple bond. However, when DMDS is substituted by ethanethiol, the adducts obtained allow the determination of the position of the triple bond by GC/MS. A similar study of the DMDS derivatives of highly substituted alkenes was carried out. This work showed that the DMDS derivatives, after ionization at 70 eV, do not reveal the position of the double bond if steric effects are important. In contrast, when ethanethiol was used instead of DMDS, the adducts obtained led to the location of the double bond. Copyright © 2001 John Wiley & Sons, Ltd.