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Derivatization of pinacolyl alcohol with phenyldimethylchlorosilane for enhanced detection by gas chromatography–mass spectrometry

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Abstract

A derivatization procedure for the qualitative gas chromatography–mass spectrometry (GC-MS) analysis of pinacolyl alcohol (PA) that employs phenyldimethylchlorosilane (PhDMClS) and the promoter N-methylimidazole is described. While PA, underivatized, can be detected using conventional gas chromatographic methods, its polarity and low boiling point make its detection in complex matrices challenging. The silylation procedure described herein generates a PA-derivative exhibiting an increased on-column retention time, thus shifting its GC-MS signal away from commonly encountered, volatile, interfering analytes. Derivatized PA could be distinguished from other PhDMClS-derivatized isomeric alcohols by its unique retention time and mass spectrum. The derivatization was demonstrated to perform well in the GC-MS analysis and identification of PA in samples from Proficiency Tests administered by the Organisation for the Prohibition of Chemical Weapons (OPCW).

NMI-Accelerated Silylation of Pinacolyl Alcohol for GC-MS Analysis

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Acknowledgments

Disclaimer and auspices statement

This document (LLNL-JRNL-640762) was prepared as an account of work sponsored by an agency of the US government. Neither the US government nor Lawrence Livermore National Security, LLC, nor any of their employees makes any warranty, expressed or implied, or assumes any legal liability or responsibility for the accuracy, completeness, or usefulness of any information, apparatus, product, or process disclosed, or represents that its use would not infringe privately owned rights. Reference herein to any specific commercial product, process, or service by trade name, trademark, manufacturer, or otherwise does not necessarily constitute or imply its endorsement, recommendation, or favoring by the US government or Lawrence Livermore National Security, LLC. The views and opinions of authors expressed herein do not necessarily state or reflect those of the US government or Lawrence Livermore National Security, LLC, and shall not be used for advertising or product endorsement purposes. This work performed under the auspices of the US Department of Energy by Lawrence Livermore National Laboratory under Contract DE-AC52-07NA27344.

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Authors and Affiliations

  1. Lawrence Livermore National Laboratory, Forensic Science Center, 7000 East Avenue, Livermore, CA, 94550, USA

    Rebecca L. F. Albo, Carlos A. Valdez, Roald N. Leif, Heather A. Mulcahy & Carolyn Koester

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  1. Rebecca L. F. Albo
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  2. Carlos A. Valdez
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  3. Roald N. Leif
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  4. Heather A. Mulcahy
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  5. Carolyn Koester
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Correspondence to Carlos A. Valdez.

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Published in the topical collection Analysis of Chemicals Relevant to the Chemical Weapons Convention with guest editors Marc-Michael Blum and R. V. S. Murty Mamidanna.

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Albo, R.L.F., Valdez, C.A., Leif, R.N. et al. Derivatization of pinacolyl alcohol with phenyldimethylchlorosilane for enhanced detection by gas chromatography–mass spectrometry. Anal Bioanal Chem 406, 5231–5234 (2014). https://doi.org/10.1007/s00216-014-7625-y

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  • DOI: https://doi.org/10.1007/s00216-014-7625-y

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