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.

中文翻译：

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通过 1H NMR 波谱、旋光分析和气相色谱-质谱法测定泡芙棒电子烟油中的 (R)-(+)- 和 (S)-(−)-尼古丁手性


烟草产品通常含有烟草衍生的尼古丁（TDN；含有~99+% ( S )-(−)-尼古丁）。最近的美国监管导致一些生产商转向合成（“无烟草”）尼古丁。例如，Puff Bar 现在销售时含有不含烟草的尼古丁（TFN；推测为外消旋物质）。为了评估这些新产品含有 TFN 的说法，我们通过¹ H NMR 光谱、旋光分析和气相色谱-质谱分析评估了两种尼古丁光学异构体的存在。较旧的泡芙条被发现含有 ( S )-(−)-尼古丁，较新的“TFN”泡芙条被发现含有 ( R )-(+) 和 ( S )-(−) 异构体，尽管是 TFN含有稍多的 ( S )-(−)-尼古丁形式。