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Pyrolysis of [5‐ 14 C]‐1‐pentene–evidence for homoallylic rearrangements at 873 K
Author(s) -
Kopinke F.D.,
Zimmermann G.,
Bach G.,
Ondruschka B.
Publication year - 1986
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550180203
Subject(s) - chemistry , pyrolysis , deuterium , radical , pentene , sequence (biology) , kinetic isotope effect , organic chemistry , photochemistry , medicinal chemistry , catalysis , nuclear physics , biochemistry , physics
It was found that the pyrolysis of [5‐ 14 C]‐1‐pentene gives radioactive 1,3‐butadiene. This result can be explained in terms of a sequence of free radical rearrangements of 1‐penten‐3‐yl radicals. From this and additional information on isotope distribution in butadiene formed from different deuterated 1‐pentenes, we conclude that homoallylic rearrangement of 1‐penten‐4‐yl and 2‐penten‐5‐yl radicals is the dominant route for their consumption.