VOLATILE COMPONENTS OF HARDWOOD SAWDUST SMOKE - COMPONENTS OF PHENOLIC FRACTION

Thirty-one compounds in the phenolic fraction of mixed hardwood smoke were separated by gas chromatography on a variety of columns. They were identified by comparison of their retention times and their mass and infrared spectra with known authentic compounds except that in cases where reference materials were not available, degradative and synthetic reactions to known standard compounds were employed. The presence of 2-methoxy-4-allylphenol,4-hydroxy-3,5-dimethoxybenzaldehyde, and all three isomeric methylphenols was confirmed. Compounds identified that have not been previously reported are: o-hydroxybenzaldehyde 3-hydroxy-2-methylpyrone; 2-methoxy-4-cis-propenylphenol; 2-methoxy-4-trans-propenylphenol; 2,6-dimethoxy-4-vinylphenol; 2,6-dimethoxy-4-allylphenol; 2,6-dimethoxy-4-cis-propenylphenol; 2,6-dimethoxy-4-trans-propenylphenol; 4′-hydroxy-3′,5′-dimethoxyacetophenone; 3-(4′- hydroxy - 3′-methoxyphenyl) - 2 - propenal; 4′- hydroxy - 3′,5′- dimethoxypropiophenone; and 3 - (4′- hydroxy - 3′,5′- dimethoxyphenyl) 2- propenal. Condensates prepared from mixed hardwood sawdust and from hickory sawdust smoke were compared and found to contain the same compounds. © 1969, American Chemical Society. All rights reserved.