white fine crystalline solid
Diphenylphosphinic acid is used as a reagent employed in the synthesis of bidentate ligands and peptide coupling agents.
ChEBI: Diphenylphosphinic acid is a member of phosphinic acids.
Diphenylphosphinic acid (DPPA, hdpp) is an organophosphinic acid compound. It finds application as a reactive flame-retardant and promoter for palladium catalytic systems. Thermal degradation of DPPA has been studied by thermogravimetric analysis (TGA) method. DPPA reacts with cadmium nitrate in dimethylformamide solvent to afford the one-dimensional coordination polymer catena-poly[[bis(dimethylformamide-κO)cadmium(II)]-bis(μ-diphenylphosphinato-κ(2)O:O′)]. It has been repoted to promote the carbonylation of nitrobenzene and aniline to diphenylurea. Ortho-lithiated DPPA can form mono ortho-functionalized derivatives by electrophilic trapping and biphenyl-2,2′-diylbis(phenylphosphinic acid) by copper catalyzed coupling.
Diphenylphosphinic acid can be synthesized as follows: synthesis of 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl] phenol and 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl] aniline respectively with diphenyl phosphonyl chloride [(Ph) 2POCl] in dry toluene and triethylamine solution, reacted two days, with the reaction solution heat filtering, with the solvent evaporate to dryness, with sherwood oil/methylene dichloride (1: 9) column chromatography for separation, the last component point of volatilization obtains diphenylphosphinic acid crystal naturally with Rotary Evaporators.
Recrystallise it from 95% EtOH and dry it under vacuum at room temperature. [see Kosolapoff Organophosphorus Compounds J Wiley, NY, 1950, Kosolapoff and Maier Organic Phosphorus Compounds Wiley-Interscience, NY, 1972-1976, Beilstein 16 IV 1036.]
