43153

Diphenylphosphinsäure

≥98.0% (T)

• Lineare Formel: (C₆H₅)₂P(O)OH
• CAS-Nummer: 1707-03-5
• Molekulargewicht: 218.19
• Beilstein: 2804567
• EG-Nummer: 216-948-5
• MDL-Nummer: MFCD00002132
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 57650161
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98.0% (T)
• mp (Schmelzpunkt): 193-195 °C (lit.); 193-196 °C
• Löslichkeit: 0.1 M NaOH: soluble 0.5 g/10 mL, clear, colorless
• SMILES String: OP(=O)(c1ccccc1)c2ccccc2
• InChI: 1S/C12H11O2P/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H,13,14)
• InChIKey: BEQVQKJCLJBTKZ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

Diphenylphosphinic acid is an important starting material for the synthesis of organophosphinic compounds. Diphenylphosphinic acid may be used for the preparation of coordination polymers, via reaction with alkaline earth metal salts in dimethylformamide (DMF) solvent:

• [Mg₃(O₂PPh₂)₆(DMF)₂]·2DMF
• [Ca(O₂PPh₂)₂(DMF)₂]
• [Sr(O₂PPh₂)₂(DMF)₂]
• [Ba(O₂PPh₂)₂(DMF)₂]

It may be used for the synthesis of compounds with the Al-O-X (X = Si, P, C) motif, via reaction with LAlH₂ (L = HC(CMeNAr)₂, Ar = 2,6-iPr₂C₆H₃). It may be employed as a novel co-adsorbent in dye-sensitized solar cells (DSCs) based on nanocrystalline TiO₂ sensitized with N719 dye. It may be used in the synthesis of arylindium phosphinate.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)