Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis

A rapid pyrolysis technique, combined with gas chromatographic separation and interpretation of mass spectra obtained from the resulting pyrolysispyrosynthesis products, has been used in the study of three different compounds present in processed tobacco: n-C25 alkane, neophytadiene and phytol. The...

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Main Authors: Lam J, Pedersen BO, Thomasen T
Format: Article
Language:English
Published: Sciendo 1985-01-01
Series:Beiträge zur Tabakforschung International
Online Access:https://doi.org/10.2478/cttr-2013-0550
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spelling doaj-ce456dd2b6bc4e5894a7b93b4c4d07a72021-09-06T19:22:12ZengSciendoBeiträge zur Tabakforschung International1612-92371985-01-011311910.2478/cttr-2013-0550Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by PyrolysisLam J0Pedersen BO1Thomasen T2Department of Organic Chemistry, Chemical Institute, University of Aarhus, Aarhus, DenmarkDepartment of Organic Chemistry, Chemical Institute, University of Aarhus, Aarhus, DenmarkDepartment of Organic Chemistry, Chemical Institute, University of Aarhus, Aarhus, DenmarkA rapid pyrolysis technique, combined with gas chromatographic separation and interpretation of mass spectra obtained from the resulting pyrolysispyrosynthesis products, has been used in the study of three different compounds present in processed tobacco: n-C25 alkane, neophytadiene and phytol. The compounds are representative for a homologous series of n-alkanes and for a series of branched-chain compounds including neophytadiene, phytol, solanesol and esters of solanesol (tobacco constituents). At temperatures below 600°C the pyrolysis in the absence of oxygen, but in a helium flow gives only slight aromatisation when n-alkanes are treated. For the isoprenoid compounds neophytadiene and phytol aromatisation starts between 500 and 600°C. The products formed tend to develop more-condensed ring structures at increasing temperature, although benzene and toluene are dominating even at temperatures as high as 800 to 900°C. Aromatisation leading to relatively less methyl substitution results with increasing temperature. Previous pyrolysis work and recent interpretations point to the formation of structures such as acenaphthylene, acenaphthene, cyclopenta[cd]pyrene, 3,4-dihydrocyclopenta[cd]pyrene and probably similar structures derived from three and four-membered condensed ring structures produced.https://doi.org/10.2478/cttr-2013-0550
collection DOAJ
language English
format Article
sources DOAJ
author Lam J
Pedersen BO
Thomasen T
spellingShingle Lam J
Pedersen BO
Thomasen T
Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis
Beiträge zur Tabakforschung International
author_facet Lam J
Pedersen BO
Thomasen T
author_sort Lam J
title Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis
title_short Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis
title_full Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis
title_fullStr Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis
title_full_unstemmed Pyrolytic Disintegration of Selected Tobacco Constituents and Pyrosynthetic Formation of Aromatic Hydrocarbons from Cleavage Products Formed by Pyrolysis
title_sort pyrolytic disintegration of selected tobacco constituents and pyrosynthetic formation of aromatic hydrocarbons from cleavage products formed by pyrolysis
publisher Sciendo
series Beiträge zur Tabakforschung International
issn 1612-9237
publishDate 1985-01-01
description A rapid pyrolysis technique, combined with gas chromatographic separation and interpretation of mass spectra obtained from the resulting pyrolysispyrosynthesis products, has been used in the study of three different compounds present in processed tobacco: n-C25 alkane, neophytadiene and phytol. The compounds are representative for a homologous series of n-alkanes and for a series of branched-chain compounds including neophytadiene, phytol, solanesol and esters of solanesol (tobacco constituents). At temperatures below 600°C the pyrolysis in the absence of oxygen, but in a helium flow gives only slight aromatisation when n-alkanes are treated. For the isoprenoid compounds neophytadiene and phytol aromatisation starts between 500 and 600°C. The products formed tend to develop more-condensed ring structures at increasing temperature, although benzene and toluene are dominating even at temperatures as high as 800 to 900°C. Aromatisation leading to relatively less methyl substitution results with increasing temperature. Previous pyrolysis work and recent interpretations point to the formation of structures such as acenaphthylene, acenaphthene, cyclopenta[cd]pyrene, 3,4-dihydrocyclopenta[cd]pyrene and probably similar structures derived from three and four-membered condensed ring structures produced.
url https://doi.org/10.2478/cttr-2013-0550
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AT pedersenbo pyrolyticdisintegrationofselectedtobaccoconstituentsandpyrosyntheticformationofaromatichydrocarbonsfromcleavageproductsformedbypyrolysis
AT thomasent pyrolyticdisintegrationofselectedtobaccoconstituentsandpyrosyntheticformationofaromatichydrocarbonsfromcleavageproductsformedbypyrolysis
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