138616-29-2Relevant academic research and scientific papers
Photoisomerisation of (E)- to (Z)-N,N-Dimethylhydrazones and Thermal Reversion
Clarke, Leo F.,O'Sullivan, Fiona,Hegarty, Anthony F.
, p. 1649 - 1652 (1991)
The E-isomers of aliphatic aldehyde N,N-dimethylhydrazones undergo competing E to Z isomerisation and photolysis to nitriles under UV (254 nm) irradiation.The Z-E isomer mixture which results thermally reverts to the more stable E-Isomer and under short irradiation times the photoisomerisation/thermal reversion cycle can be reversible.Trimethylacetaldehyde N,N-dimethylhydrazone undergoes similar reactions (ruling out the intervention of other types of hydrazone isomerisation) and the rates of the thermal Z->E reactions for RCH=N-NMe2 are in the order R = But > Et > Me.The results are considered in terms of conformations of the hydrazones and the mechanism of E-Z isomerisation.
