100181-13-3Relevant articles and documents
SOLID STATE PHOTOCHEMISTRY OF METHYL-SUBSTITUTED BENZOPHENONES
Ioto, Yoshikatsu,Matsuura, Teruo,Tabata, Kenichi,Ji-Ben, Meng,Fukuyama, Keiichi,et al.
, p. 1307 - 1312 (1987)
Upon UV irradiation in the solid-state 4,4'-dimethylbenzophenone (1a) underwent intermolecular hydrogen abstraction, followed by radical coupling, to give solely a dimeric product, 4-(2-hydroxy-2,2-di-p-tolyl-ethyl)-4'-methylbenzophenone (2).By contrast, 3,3'-dimethylbenzophenone (1b), 3,4'-dimethylbenzophenone (1c), and 4-methylbenzophenone (1d) were photostable under the same conditions.From X-ray crystallographic analysis of 1a and 1d, the distances between the C=O group and the nearby methyl C-H bond are 3.32 Angstroem for O...H and 3.87 Angstroem for C...C for reactive 1a and 2.77 (or 2.72) Angstroem for O...H and 4.39 (or 4.53) Angstroem for C...C for unreactive 1d.The angle C=O...H is 92 deg C for 1a and 121 or 137 deg C for 1d.The long C(*)C distance or/and the large C=O...H angle is probably responsible for the photoinertness of 1d.