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2,2'-Biphenol

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2,2′-Biphenol 2,2'-biphenol.svg 182 px [1,1′-Biphenyl]-2,2′-diol o,o′-Dihydroxybiphenyl 1806-29-7 15731 217-303-0 51261 PM2R53I3C9 28970 14959 183874 C03209 1638363 1S/C12H10O2/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1-8,13-14H IMHDGJOMLMDPJN-UHFFFAOYSA-N C1=CC=C(C(=C1)C2=CC=CC=C2O)O 12 10 2 white solid 109 320 05 07 Danger 302 315 318 319 335 261 264 270 271 280 301+312 302+352 304+340 305+351+338 310 312 321 330 332+313 337+313 362 403+233 405 501 2,2′-Biphenol is an organic compound with the formula (C6H4OH)2. It is one of three symmetrical isomers of biphenol. A white solid, it is a precursor to diphosphite ligands that are used to support industrial hydroformylation catalysis.10.1021/ja00058a079 Practical, High-Yield, Regioselective, Rhodium-Catalyzed Hydroformylation of Functionalized α-Olefins Journal of the American Chemical Society 115 2066–2068 1993 Cuny Gregory D. Buchwald Stephen L. 5 10.1021/OM950549K Bulky Diphosphite-Modified Rhodium Catalysts: Hydroformylation and Characterization Organometallics 15 835–847 1996 Van Rooy Annemiek Kamer Paul C. J. Van Leeuwen Piet W. N. M. Goubitz Kees Fraanje Jan Veldman Nora Spek Anthony L. 2 http://dare.uva.nl/personal/pure/en/publications/bulky-diphosphite-modified-rhodium-catalyst-hydroformylation-and-characterization(c06c2654-cecb-4e97-84ba-f1fdfb51ad35).html thumb|244px|left|BiPhePhos is representative diphosphite ligand derived from a derivative of 2,2′-biphenol. Synthesis 2,2′-Biphenol can be made by hydrolysis of dibenzofuran. Alternatively, it can be produced from 2,4-di-tert-butylphenol in two steps. The first step entails oxidative coupling to give the 2,2′-biphenol with four tert-butyl substituents. Upon heating, this species then undergoes debutylation.Fiege, H. Voges, H.-M. Hamamoto, T Umemura, S. Iwata, T. Miki, H. Fujita, Y. Buysch, H.-J. Garbe, D. Paulus, W. Phenol Derivatives 2000 10.1002/14356007.a19_313 See also 1,1′-Bi-2-naphthol References Category:2-Hydroxyphenyl compounds Category:Biphenyls Category:Symmetrical biaryls