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Merck
모든 사진(1)

주요 문서

43153

Sigma-Aldrich

Diphenylphosphinic acid

≥98.0% (T)

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About This Item

Linear Formula:
(C6H5)2P(O)OH
CAS Number:
Molecular Weight:
218.19
Beilstein:
2804567
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥98.0% (T)

mp

193-195 °C (lit.)
193-196 °C

solubility

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)

InChI key

BEQVQKJCLJBTKZ-UHFFFAOYSA-N

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관련 카테고리

일반 설명

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.

애플리케이션

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

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)
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
The palladium-phenanthroline catalyzed carbonylation of nitroarenes to diarylureas: Effect of chloride and diphenylphosphinic acid.
Gasperini M, et al.
Journal of Organometallic Chemistry, 690(20), 4517-4529 (2005)
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)
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

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