On February 11, 1999, Wingert, Horst; Gotz, Norbert; Keil, Michael; Muller, Bernd published a patent.Electric Literature of 452-75-5 The title of the patent was Manufacture of substituted benzyl bromides. And the patent contained the following:
Benzyl bromides ring-substituted with ≥1 electron-withdrawing group and optionally with ≥1 Me group are prepared by bromination of correspondingly substituted toluenes with a brominating agent at 20-95° in the presence of an oxidizing agent and either an azodinitrile or an azodicarboxylate ester. Thus, (1) a solution of 26.2 g AIBN in 548 g o-MeC6H4NO2 and (2) 725 g 15% aqueous H2O2 were sep. added simultaneously over 2-2.5 h to a mixture of AIBN 6.6, PhCl 1350, and 47% HBr 620 g at 75° and the mixture was stirred 2 h addnl. at 75° to give an organic phase containing (excluding solvent) o-BrCH2C6H4NO2 60.4, o-MeC6H4NO2 21.5, and o-Br2CHC6H4NO2 18.2%, corresponding to a 58.1% yield of the desired product. The experimental process involved the reaction of 4-Chloro-2-fluorotoluene(cas: 452-75-5).Electric Literature of 452-75-5
The Article related to bromination methylbenzene derivative oxidizing agent, radical generator bromination methylbenzene derivative, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Electric Literature of 452-75-5
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics