Abstract
AbstractInvestigation by gas liquid chromatography of a small but organoleptically typical subfraction of Oriental tobacco condensate led to the identification of 47 compounds. Of these 21 have hitherto not been reported as Oriental tobacco constituents, and 14 appear to be novel to all tobacco types. The latter are (E)‐3‐methyl‐non‐2‐en‐4‐one (1), (E)‐1‐(2, 3, 6‐trimethylphenyl)‐but‐2‐en‐1‐one (3), pentadecan‐15‐olide (12), 8α, 13:9α, 13‐diepoxy‐15, 16‐dinorlabdane (17), (Z)‐octadec‐9‐en‐18‐olide (18), (E)‐2‐ethylidene‐6, 10, 14‐trimethylpentadecanal (21), the norlabdanoids 9, 10, 11, 14, 15, 16, tridecan‐2‐one, and 2‐phenylethyl isovalerate. The macrolides 12 and 18 represent the first musk compounds detected in tobacco. Identification were made by direct comparison (MS. and/or 1 H‐NMR./IR.) with the authentic chemicals synthesized whenever necessary.
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