36101-20-9Relevant academic research and scientific papers
THERMAL GENERATION OF ALPHA-HYDROXY-ORTHOQUINODIMETHANE AND REACTION WITH THE FUMARATE, MALEATE AND ACRYLATE OF S-METHYL LACTATE
Charlton, James L.,Koh, Kevin,Plourde, Guy L.
, p. 3279 - 3282 (1989)
The thermal generation and reaction of α-hydroxy-o-quinodimethane with the fumarate, maleate and acrylate of S-methyl lactate is described.
TRAPPING OF PHOTOENOLS FROM o-TOLUALDEHYDES IN GAS MATRICES. DEPENDENCE OF PHOTOENOL FORMATION ON THE NATURE OF THE CARBONYL FUNCTION
Gebicki, J.,Krantz, A.
, p. 1623 - 1628 (2007/10/02)
o-Methylbenzaldehyde (1) and o-methylacetophenone (2), matrix-isolated in Ar, N2, Xe, or carbon monoxide, were irradiated with u.v. light.In contrast to the ketone (2) which was unreactive, the benzaldehyde gave a photoenol in all gas matrices.Irradiation of 2,5- or 2,4-dimethylbenzaldehyde (9) and (10), respectively, also produced photoenols under the above conditions.In propan-2-ol under cryogenic conditions, o-methylacetophenone (2) can be photoisomerized to an enol, probably the consequence of stabilization of the Z-enol by hydrogen bonding. 5,8-Dimethyltetralone (11) does not give a photoenol in gas matrices, although it is reported to give one at 77 K in EPA.It is proposed that cage effects in gas matrices can significantly alter rates of internal rotation and are determinants in the production of E-enols in this environment.I.r. spectral evidence for photoenols is presented for the first time.
