43153
Diphenylphosphinsäure
≥98.0% (T)
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About This Item
Lineare Formel:
(C6H5)2P(O)OH
CAS-Nummer:
Molekulargewicht:
218.19
Beilstein:
2804567
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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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
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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]
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
Analysenzertifikate (COA)
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Jeffrey A Rood et al.
Acta crystallographica. Section C, Structural chemistry, 70(Pt 11), 1069-1074 (2014-11-06)
Reaction of cadmium nitrate with diphenylphosphinic acid in dimethylformamide solvent yielded the one-dimensional coordination polymer catena-poly[[bis(dimethylformamide-κO)cadmium(II)]-bis(μ-diphenylphosphinato-κ(2)O:O')], [Cd(C12H10O2P)2(C3H7NO)2]n, (I). Addition of 4,4'-bipyridine to the synthesis afforded a two-dimensional extended structure, poly[[(μ-4,4'-bipyridine-κ(2)N:N')bis(μ-diphenylphosphinato-κ(2)O:O')cadmium(II)] dimethylformamide monosolvate], {[Cd(C12H10O2P)2(C10H8N2)]·C3H7NO}n, (II). In (II), the 4,4'-bipyridine molecules link
A novel diphenylphosphinic acid coadsorbent for dye-sensitized solar cell.
Shen H, et al.
Electrochimica Acta, 56(5), 2092-2097 (2011)
Jeffrey A Rood et al.
Acta crystallographica Section B, Structural science, crystal engineering and materials, 70(Pt 3), 602-607 (2014-06-04)
Reaction of alkaline earth metal salts with diphenylphosphinic acid in dimethylformamide solvent afforded four coordination polymers: [Mg3(O2PPh2)6(DMF)2]·2DMF (I), [Ca(O2PPh2)2(DMF)2] (II), [Sr(O2PPh2)2(DMF)2] (III) and [Ba(O2PPh2)2(DMF)2] (IV) (where DMF is N,N-dimethylformamide). Single-crystal X-ray diffraction revealed that all four compounds produce linear chain
Thermal kinetics and decomposition mechanism of methylphenylphosphinic acid and diphenylphosphinic acid.
Shao X, et al.
Chemical Research in Chinese Universities, 30(6), 1028-1031 (2014)
Pengfei Hao et al.
Dalton transactions (Cambridge, England : 2003), 41(43), 13520-13524 (2012-09-29)
The reactions of LAlH2 (L = HC(CMeNAr)2, Ar = 2,6-iPr2C6H3) (1) with diphenylsilanediol, phenylphosphonic acid, diphenylphosphinic acid, and pyrocatechol afford compounds with the Al–O–X (X = Si, P, C) motif of composition [LAl(μ-O)]2Si(Ph)2 (2), [LAl(μ-O)]2PO(Ph) (3), LAl[OPO(Ph)2]2 (4), and LAl(μ-O)2(o-C6H4)
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