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- Title
Reversible, thermische Isomerisierung zwischen α, β-γ, δ-ungesättigten Aldehyden und Alkenylketenen durch [1,5]-H-Verschiebung. Valenzisomerisierung von cis-Dienonen, V [1].
- Authors
Schiess, Peter; Radimerski, Paul
- Abstract
Vapor phase pyrolysis of 2,4-pentadienaldehyde, of 6-oxabicyclo[3.1.0]hex-2-ene or of 3-pentenoic acid chloride at 600° (0.1 s/1 Torr) leads to similar mixtures containing the stereoisomers of 2, 4-pentadienaldehyde and 1-propenylketene. These compounds, and methyl substituted derivatives thereof, equilibrate at 600° (0.1 s) through intramolecular processes involving cis/trans-isomerisations and [1,5]-H-shifts. It is shown that α, β-γ, δ-unsaturated aldehydes can be prepared in high yield through gas phase thermolysis of appropriately substituted acid chlorides.
- Publication
Helvetica Chimica Acta, 1974, Vol 57, Issue 8, p2583
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19740570834