Chemical Properties
white to light yellow crystal powder
Uses
1-Bromo-3,5-dimethylbenzene has been used in the synthesis of substituted 2,2′-
bis(diphenylphosphanylmethyl)-1,1′-binaphthyl derivatives.
Uses
5-Bromo-m-xylene is used in the preparation of substituted 2,2'-bis(diphenylphosphanylmethyl)-1,1'-binaphthyl derivatives. It is also used to prepare o-tolyl-3,5-xylyl ether by reacting with o-cresol. Further, it is an organic building block used in the synthesis of various chemicals as well as in the preparation of tri-o-tolylphosphine.
Uses
5-Bromo-m-xylene has been used in the synthesis of substituted 2,2′-bis(diphenylphosphanylmethyl)-1,1′-binaphthyl derivatives.
General Description
Palladium catalyzed carbon-oxygen coupling of 1-bromo-3,5-dimethylbenzene and
o-cresol to potassium hydroxide to produce
o-tolyl-3,5-xylyl ether has been reported.
Synthesis
General procedure for the synthesis of 3,5-dimethylbromobenzene from 3,5-dimethylphenylboronic acid: KX (X = I, Br) (0.2 mmol), 3,5-dimethylphenylboronic acid (0.3 mmol), CuBr2 (4.5 mg, 10 mol%), 1,10-phenanthroline (7.2 mg, 20 mol%), and DMF (2 mL). The reaction mixture was stirred at 80 °C or 130 °C for the reaction. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was purified by rapid column chromatography on silica gel to afford the target product 3,5-dimethylbromobenzene.
References
[1] Tetrahedron Letters, 2011, vol. 52, # 16, p. 1993 - 1995
