944-78-5Relevant articles and documents
Chlorination increases the persistence of semiquinone free radicals derived from polychlorinated biphenyl hydroquinones and quinones
Song, Yang,Buettner, Garry R.,Parkin, Sean,Wagner, Brett A.,Robertson, Larry W.,Lehmler, Hans-Joachim
supporting information; experimental part, p. 8296 - 8304 (2009/04/11)
(Chemical Equation Presented) Polychlorinated biphenyls (PCBs) comprise a group of persistent organic pollutants that differ significantly in their physicochemical properties, their persistence, and their biological activities. They can be metabolized via
Oxidative Dealkylation of Hydroquinone Ethers with Nitrogen Dioxide in the Convenient Preparation of Quinones
Rathore, Rajendra,Bosch, Eric,Kochi, Jay K.
, p. 1157 - 1166 (2007/10/02)
Various Hydroquinone dialkyl ethers (R2Q) are effectively converted by nitrogen dioxide into the corresponding quinone (Q) and alkyl nitrite (RONO) in dichloromethane at room temperature or below.The preparative procedure for the isolation of crystalline quinones in quantitative yield merely involves the convenient removal of the low boiling solvent in vacuo.Isotopic labelling studies demonstrate that the oxidative dealkylation proceeds via alkoxy scission of the labile cation radical (R2Q-cation radical) formed via the oxidation of the hydroquinone ether by nitrogen dioxide ( as the disproportionated ion pair NO+NO3-).The electron-transfer mechanism is confirmed by the spectral observation of R2Q-cation radical (identified by the isolation of the crystalline salt R2Q-cation radical-SbCl6-) and its rapid conversion into quinone and alkyl nitrite by combination with nitrate (NO3-) and nitric oxide (NO).
Facile Synthesis of Chloro-substituted Aromatic Ethers by Use of Benzyltrimethylammonium Tetrachloroiodate
Kajigaeshi, Shoji,Shinmasu, Youichi,Fujisaki, Shizuo,Kakinami, Takaaki
, p. 415 - 418 (2007/10/02)
The reaction of aromatic ethers with a calculated amount of benzyltrimethylammonium tetrachloroiodate in acetic acid (or dichloromethane) under mild conditions gave, selectively, the objective chloro-substituted aromatic ethers in good yields.