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Article
Determination of (R)-(+)- and (s)-(-)-Nicotine Chirality in Puff Bar E-Liquids by H-1 NMR Spectroscopy, Polarimetry, and Gas Chromatography-Mass Spectrometry
Chemical Research in Toxicology
  • Anna K. Duell, Portland State University
  • Paul J. Kerber, Portland State University
  • Wentai Luo, Portland State University
  • David H. Peyton, Portland State University
Document Type
Citation
Publication Date
7-19-2021
Disciplines
Abstract

Tobacco products generally contain tobacco-derived nicotine (TDN; having ∼99+% (S)-(−)-nicotine). Recent United States regulation has led some producers to transition to synthetic (“tobacco-free”) nicotine. For example, Puff Bar is now marketed with tobacco-free nicotine (TFN; presumed to be racemic). To evaluate the claim that these new products contain TFN, we evaluated the presence of the two nicotine optical isomers by 1H NMR spectroscopy, polarimetry, and gas chromatography–mass spectrometry. Older Puff Bars were found to contain (S)-(−)-nicotine, and newer “TFN” Puff Bars were found to contain both (R)-(+) and (S)-(−) isomers—indicating TFN, albeit with slightly more of the (S)-(−)-nicotine form.

Rights

Copyright © 2021 American Chemical Society

DOI
10.1021/acs.chemrestox.1c00192
Persistent Identifier
https://archives.pdx.edu/ds/psu/36259
Citation Information
Duell, A. K., Kerber, P. J., Luo, W., & Peyton, D. H. (2021). Determination of ( R )-(+)- and ( S )-(−)-Nicotine Chirality in Puff Bar E-Liquids by 1 H NMR Spectroscopy, Polarimetry, and Gas Chromatography–Mass Spectrometry. Chemical Research in Toxicology, 34(7), 1718–1720. https://doi.org/10.1021/acs.chemrestox.1c00192