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- Title
Gasphasen-Thermolyse Methyl-substituierter Bicyclo[3.2.0]hept-2-en-7-one.
- Authors
Schiess, Peter; Fünfschilling, Peter
- Abstract
Gas phase thermolysis of methyl-bicyclo [3.2.0] hept-2-en-7-ones. Irradiation of methylnorbornenones 5a, 5b, 5c and 5e leads to the methyl-bicyclo-[3.2.0]hept-2-en-7-ones 4a, 4b, 4c and 4e, respectively. Upon flash thermolysis of these βγ-unsaturated ketones dihydrotolualdehydes 9 and 10 and tolualdehydes 11 are formed as major products. The formation of these aldehydes is rationalized as involving methyl substituted ketenes 6 and conjugated heptatrienaldehydes 7 as intermediates. From the position of the methyl group in the stable pyrolysis products 9, 10 and 11 the occurrence of a thermally induced [1, 5]-sigmatropic shift of the formyl group in 1,2-dihydro-tolualdehyde 8 is inferred.
- Publication
Helvetica Chimica Acta, 1976, Vol 59, Issue 5, p1745
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19760590533