Examination of Volatile Bases in Cigarette Smoke / Untersuchung der Flüchtigen Basen des Tabakrauches

The smoke of cigarettes with high base content was examined for primary and secondary bases. As 4'-nitro-azobenzenecarboxamides- (4) (NABSA) the bases were separated by column and thin-layer chromatography and identified by melting points, R_F-values, IR-spectra, retention times, mass-spectra, and elemental analyses. 27 primary and secondary bases were isolated and 24 of them identified. For the first time n-propylamine, n-butylamine, iso-butylamine, iso-pentylamine, b-phenethylamine, methyl ethylamine, diethylamine, methyl-b-phenethylamine, 1,2,5,6-tetrahydropyridine, aniline, 3-methylaminopyridine, and dihydrometanicotine were detected in cigarette smoke. Earlier results about the presence of pyrrolidine, piperidine, and 2-methylpyrrolidine in smoke could be confirmed. Presumably methyl-n-butylamine and methyl-iso-butylamine are to be found in tobacco smoke. One further amine was not identified.