(2-Bromophenyl)diphenylphosphine

BrC6H4PPh2.svg (2-Bromophenyl)diphenylphosphine-3D-balls-by-AHRLS-2012.png Ball-and-stick model of the (2-bromophenyl)diphenylphosphine molecule (2-Bromophenyl)di(phenyl)phosphane (o-Bromophenyl)diphenylphosphine 62336-24-7 correct FDA S8AQ9M4YUR 112836 263-515-1 101130 c1ccc(cc1)P(c2ccccc2)c3ccccc3Br 1/C18H14BrP/c19-17-13-7-8-14-18(17)20(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H XIONUQPOXCUMMB-UHFFFAOYAI 1S/C18H14BrP/c19-17-13-7-8-14-18(17)20(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H XIONUQPOXCUMMB-UHFFFAOYSA-N 18 14 1 1 White solid 115 (2-Bromophenyl)diphenylphosphine is an organophosphorus compound with the formula (C6H4Br)P(C6H5)2. It is a white crystalline solid that is soluble in nonpolar organic solvents. The compound is used as a precursor to the 2-lithiated derivative of triphenylphosphine, which in turn is a precursor to other phosphine ligands. Preparation The compound has been prepared by several methods. 10.1021/ja961511h Dinuclear Cycloaurated Complexes Containing Bridging (2-Diphenylphosphino)phenylphosphine and (2-Diethylphosphino)phenylphosphine, C6H4PR2 (R = Ph, Et). Carbon−Carbon Bond Formation by Reductive Elimination at a Gold(II)−Gold(II) Center Journal of the American Chemical Society 118 43 10469 1996 Bennett Martin A. Bhargava Suresh K. Hockless David C. R. Welling Lee L. Willis Anthony C. An efficient route is the coupling reaction of diphenylphosphine and 2-bromoiodobenzene, which is catalyzed by palladium complexes (Ph = C6H5): 10.1039/c3dt32408g 23518610 Phosphorescent Ir(iii) complexes with both cyclometalate chromophores and phosphine-silanolate ancillary: Concurrent conversion of organosilane to silanolate Dalton Transactions 42 19 7111–9 2013 Zhang Fushi Wang Liduo Chang Shih-Han Huang Kuan-Lin Chi Yun Hung Wen-Yi Chen Chih-Ming Lee Gene-Hsiang Chou Pi-Tai C6H4Br(I) + HPPh2 + Et3N → Ph2P(C6H4Br) + [Et3NH]I The compound is isomorphous with (2-tolyl)diphenylphosphine. 10.1107/S1600536802002945 (2-Bromophenyl)diphenylphosphine Acta Crystallographica Section E 58 3 o306–o307 2002 Williams Michael L. Noack Cassandra L. Saverin Rodney J. Healy Peter C. 10072/6976 free Lithiation with butyl lithium gives o-lithiated triphenylphosphine. The bromide also forms a Grignard reagent. These metallated phosphines are versatile reagents.Hartley, J. G., Venanzi, L. M., Goodall, D. C., "The preparation and complex-forming properties of one tritertiary and one tetratertiary phosphine", J. Chem. Soc. 1963, 3930. 10.1039/JR9630003930 BrC6H4PPh2 + Mg → BrMgC6H4PPh2 2 BrMgC6H4PPh2 + PhPCl2 → PhP[C6H4PPh2]2 + 2 MgClBr References Category:Tertiary phosphines Category:Phenyl compounds Category:2-Bromophenyl compounds