Chemical Properties
white fine crystalline solid
Uses
Diphenylphosphinic acid is used as a reagent employed in the synthesis of bidentate ligands and peptide coupling agents.
Definition
ChEBI: Diphenylphosphinic acid is a member of phosphinic acids.
Synthesis Reference(s)
The Journal of Organic Chemistry, 22, p. 1671, 1957
DOI: 10.1021/jo01363a037
General Description
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.
Purification Methods
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.]
