1,2-Bis(diphenylphosphino)ethane Monoxide

[984-43-0] C26H24OP2 (MW 414.42) InChI = 1S/C26H24OP2/c27-29(25-17-9-3-10-18-25,26-19-11-4-12-20-26)22-21-28(23-13-5-1-6-14-23)24-15-7-2-8-16-24/h1-20H,21-22H2 InChIKey = JCAUAUKUBUBNSB-UHFFFAOYSA-N (reagent used as a ligand for metals to form highly active and selective catalysts for a variety of organic reactions) Alternate Name: [2-(diphenylphosphino)ethyl]diphenylphosphine oxide. Physical Data: mp 193–194 °C. Solubility: insoluble in H2O, ether, and alkanes; moderately soluble in alcohols, ethyl acetate, benzene, and toluene; soluble in dichloromethane, chloroform, 1,2-dichloroethane, DMF, and DMSO. Form Supplied in: white crystals or powder; available from TimTec, Inc. which offers an excellent selection of bis-phosphine monoxides at http://www.timtec.net/. Analysis of Reagent Purity: by TLC (silica gel; CH2Cl2–EtOAc 2:1 by volume) and 31P NMR [two doublets at −11.5 and + 32.3 ppm, J(P-P) = 48 Hz]. Purification: recrystallization from hot isopropanol or column chromatography on silica gel with dichloromethane–ethyl acetate (2:1). Handling, Storage, and Precaution: can be handled in air. When pure can be stored in air for years without decomposition/oxidation. Air-oxidation in solution is negligibly slow but may accelerate in presence of some metals. No toxicity data available. Incompatible with oxidizing reagents and strong electrophiles, such as alkyl or acyl halides, e.g., CH3I.