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2001•Rapid Communications in Mass SpectrometryRequires access

The use of ethanethiol to locate the triple bond in alkynes and the double bond in substituted alkenes by gas chromatography/mass spectrometry

Claude Pèpe, Karim Dif

Open publisher page 7 citations

Abstract

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.

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What this paper is about

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.

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Available abstract

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.

Key concepts: Ethanethiol, Chemistry, Triple bond, Double bond, Steric effects, Adduct, Dimethyl disulfide, Mass spectrometry

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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 — Research Paper | ScholarLens