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43153

Sigma-Aldrich

Diphenylphosphinsäure

≥98.0% (T)

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About This Item

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

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

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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]
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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCC2067
BCBC6860V
1352244V
BCBC6860
1352244

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Diisooctyl-thiophosphinsäure technical, ~85% (T)

Sigma-Aldrich

38224

Diisooctyl-thiophosphinsäure

Dibutyl-phosphat ≥97.0% (T)

Sigma-Aldrich

68572

Dibutyl-phosphat

P-Chlordiphenylphosphin 99%

Sigma-Aldrich

766054

P-Chlordiphenylphosphin

Ethylphenylphosphinat 94%

Sigma-Aldrich

415642

Ethylphenylphosphinat

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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