72256-07-6Relevant academic research and scientific papers
Evidence for the Formation of the Oxacyclopentenyl Cation from a Cyclopropyl Ketone
Murphy, William S.,Hantawong, Kesra
, p. 817 - 820 (2007/10/02)
On treatment with stannic chloride in nitromethane or concentrated sulphuric acid trans-2-phenylcyclopropyl phenyl ketone (1) gives the same intermediate as shown by an in situ 1H and 13C n.m.r. investigation.In concentrated sulphuric acid this intermedia
HYDROCARBON ANALOGUES OF THE TYPE II PHOTOELIMINATIONS OF KETONES. PHOTOCHEMISTRY OF 1-SUBSTITUTED 4-PHENYL-4-PENTENES.
Hornback,Proehl
, p. 7367 - 7373 (2007/10/07)
Direct irradiation of 1,4-diphenyl-4-penten-1-ol produces mainly 2-methyl-2,5-diphenyltetrahydrofuran, while benzophenone-sensitized photolysis gives alpha -methylstyrene, acetophenone, and 1,4-diphenyl-1-pentanone. The direct irradiation is postulated to proceed via the radical anion of the alkene. A mechanism for the inefficient triplet state reaction ( PHI equals 0. 0005) is proposed which involves initial hydrogen abstraction by the methylene carbon of the excited alkene to give a 1,4 biradical, which then produces the observed products. The mechanism is analogous to the accepted mechanism for the type II photofragmentation of ketone. The mechanism is supported by solvent effects and deuterium-labeling studies. Two related alkenes, 4-phenyl-4-penten-1-ol and 1,4-diphenyl-4-pentene, show similar photochemical behavior, although they react even less efficiently than 1,4-diphenyl-4-penten-1-ol.
