Determination of (R)-(+)- and (S)-(−)-Nicotine Chirality in Puff Bar E-Liquids by 1H NMR Spectroscopy, Polarimetry, and Gas Chromatography–Mass Spectrometry

Autor: Anna K. Duell, Wentai Luo, David H. Peyton, Paul J. Kerber
Rok vydání: 2021
Předmět:
Zdroj: Chemical Research in Toxicology. 34:1718-1720
ISSN: 1520-5010
0893-228X
DOI: 10.1021/acs.chemrestox.1c00192
Popis: 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.
Databáze: OpenAIRE