502-86-3Relevant articles and documents
Formation of p-xylylene from p-xylene by a two-photon process and hexamethyl Dewar benzene from hexamethylbenzene by a one-photon process at 193 nm
Mitsubayashi, Naoya,Yatsuhashi, Tomoyuki,Nakashima, Nobuaki
, p. 273 - 277 (2011)
While studying a series of methyl-substituted benzenes, C6H 6-n(CH3)n with n = 2, 3, 4, 6, and perfluorobenzene in the gas phase using 193-nm laser flash photolysis, we observed the formation of p-xylylene (benzoquinodimethane) due to the elimination of two hydrogen atoms as a result of a two-photon process. The results were explained in terms of an intermediate hot molecule formed by internal conversion which finally led to the ground electronic state. Quadratical dependencies on the photoproducts were observed for toluene, xylene, mesitylene, and perfluorobenzene in the presence of a foreign gas, while linear dependencies were observed for durene and hexamethylbenzene. Dewar-type benzene was detected from photolysis of hexamethylbenzene.
Mechanistic studies on the photogeneration of o-and p-xylylenes from aαα′-dichloroxylenes
Miranda, Miguel A.,Perez-Prieto, Julia,Font-Sanchis, Enrique,Scaiano
, p. 1541 - 1542 (2007/10/03)
Two-colour two-laser techniques have unambiguously proved that photolysis of the o-/p-(chloromethyl)benzyl radical leads to the sequential two-photon generation of o-/p-xylylene from α,α′-dichloro-o-/p-xylene.
1,4-Dicarbonyl-2,5-cyclohexadiene
Marquardt, Ralph,Sander, Wolfram,Laue, Thomas,Hopf, Henning
, p. 1643 - 1648 (2007/10/02)
The mechanism of the photolysis of paracyclophane-1,10-dione (9) was investigated in solution and in argon matrices.The first step of the photolysis involves α-cleavage of the cyclophane yielding a diradical 11 which could be trapped by ethanol.In argon at 10 K the diradical rapidly splits into p-xylylene (10) and 1,4-dicarbonyl-2,5-cyclohexadiene (7) and therefore was not directly observed by spectroscopic methods.The bisketene 7 was characterized by comparison of the experimantal and calculated IR spectrum. - Keywords: Ketenes / Matrix isolation / Calculations, ab initio