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Diphenylphosphine oxide information


Diphenylphosphine oxide
Ball-and-stick model of the diphenylphosphine oxide molecule
Names
Preferred IUPAC name
Diphenyl-λ5-phosphanone
Identifiers
CAS Number
  • 4559-70-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 222625
PubChem CID
  • 254003
UNII
  • XXW49HG6X3 checkY
InChI
  • InChI=1S/C12H11OP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,14H
    Key: ASUOLLHGALPRFK-UHFFFAOYSA-N
SMILES
  • c1ccc(cc1)P(=O)c2ccccc2
Properties
Chemical formula
C12H11OP
Molar mass 202.19
Appearance white solid
Melting point 56-57 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diphenylphosphine oxide is an organophosphorus compound with the formula (C6H5)2P(O)H. It is a white solid that soluble in polar organic solvents.[1]

  1. ^ Saunders, Jeffrey O.; Wang, Zheng; Ding, Kuiling (2007). "Diphenylphosphine Oxide". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd428.pub2. ISBN 978-0-471-93623-7.

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Diphenylphosphine oxide

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Diphenylphosphine oxide is an organophosphorus compound with the formula (C6H5)2P(O)H. It is a white solid that soluble in polar organic solvents. Diphenylphosphine...

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Diphenylphosphine

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this oxidation is diphenylphosphine oxide. The use of the diphenylphosphine–borane complex, Ph2PH•BH3 avoids the problem of phosphine oxidation by protecting...

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Phosphine oxides

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phosphine oxide is diphenylphosphine oxide. SPOs are used in the formulation of catalysts for cross coupling reactions. Unlike tertiary phosphine oxides, SPOs...

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Chlorodiphenylphosphine

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+ 2 PPh3 → 3 Ph2PCl Chlorodiphenylphosphine hydrolyzes to give diphenylphosphine oxide. Reduction with sodium affords tetraphenyldiphosphine: 2 Ph2PCl...

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Dimethylphosphine oxide

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phosphine oxide, not the hydroxy tautomer. A related compound is diphenylphosphine oxide. Both are sometimes called secondary phosphine oxides. The compound...

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Phosphinous acids

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oxides, with the respective formulas R2(H)PO and R(H)2PO. Secondary and primary phosphine oxides diethylphosphite phosphorous acid Diphenylphosphine oxide...

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Triphenylphosphine

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acids such ammonium chloride, convert Ph2PM (M = Li, Na, K) into diphenylphosphine: (C6H5)2PM + H2O → (C6H5)2PH + MOH Triphenylphosphine binds well to...

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Phosphinous acid

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phosphine oxides. For example diphenylphosphinous acid, which is not detectable directly, is invoked as the tautomer of diphenylphosphine oxide. Highly...

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Miliana Kaisheva

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Dodecyl Diphenylphosphine Oxide on Mercury, Langmuir, 11 (1995) 4564–4567. V. Vacheva, P. Nikitas, M. Kaisheva, "Description of Dodecyl Diphenylphosphine Oxide...

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Iron compounds

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properties of the transition metals, namely the ability to form variable oxidation states differing by steps of one and a very large coordination and organometallic...

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Iron

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1016/0020-1693(95)04955-X. Giannoccaro, P.; Sacco, A. (1977). "Bis[Ethylenebis(Diphenylphosphine)]-Hydridoiron Complexes". Inorganic Syntheses. Vol. 17. pp. 69–72...

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Nitrate chlorides

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1995). "Oxygen transfer from iron nitrates in the presence of 2-(diphenylphosphine oxide)pyridine (OPPh2py). Molecular structure of Fe(NO3)2Cl(OPPh2py)...

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Hydride selenide

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from a lithium zirconium hydride complex in solution reacting with diphenylphosphine selenide. With rare earth elements there are two structure depending...

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Phosphirenium ion

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materials for the generation of phosphirenium species. Treatment of diphenylphosphine oxide with diphenylacetylene affords phosphirenium species. Phosphirenium...

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Organophosphine

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resulting phosphide salt. The latter route is employed to prepare diphenylphosphine (Ph2PH). Diorganophosphinic acids, R2P(O)OH, can also be reduced with...

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Hydroformylation

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Triphenylphosphine is subject to hydrogenolysis, releasing benzene and diphenylphosphine. The insertion of carbon monoxide in an intermediate metal-phenyl...

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Hydrophosphination

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phosphine. Titanium-catalyzed 1,4-hydrophosphination of 1,3-dienes with diphenylphosphine has been demonstrated. It is a rare example of a d2 catalyst. In the...

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