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Diphenylphosphine

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CAS:829-85-6
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Diphenylphosphine manufacturers

  • Diphenylphosphine
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  • 2024-01-04
  • CAS:829-85-6
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  • Purity: 99%
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  • Diphenylphosphine
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  • 2023-08-14
  • CAS:829-85-6
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  • Diphenylphosphine
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  • $0.00 / 1KG
  • 2022-12-16
  • CAS:829-85-6
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  • Purity: 99%
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Diphenylphosphine Basic information
Organophosphorus compound Uses
Product Name:Diphenylphosphine
Synonyms:PHOSPHINE, DIPHENYL;Diphenyl-phosphane;Diphenyl phospine;Diphenylphosphine,99%;Diphenylphosphine,99%(10wt%inhexane);DIPHENYLPHOSPHINE;AURORA KA-1107;DIPHENYLPHOSPHINE OR PHOSPHINE, DIPHENYL
CAS:829-85-6
MF:C12H11P
MW:186.19
EINECS:212-591-4
Product Categories:organophosphorus ligand;organophosphine ligand;Pyrazoles;Catalysis and Inorganic Chemistry;Phosphorus Compounds;Phosphorus Precursors
Mol File:829-85-6.mol
Diphenylphosphine Structure
Diphenylphosphine Chemical Properties
Melting point -14.5 °C
Boiling point 280 °C(lit.)
density 1.07 g/mL at 25 °C(lit.)
vapor pressure 2 mm Hg ( 110 °C)
refractive index n20/D 1.625(lit.)
Fp -18°C (Hexane)
storage temp. 2-8°C
solubility Chloroform
form liquid
pkadiphenylphosphine is weakly basic. The pKa of the protonated derivative is 0.03.
color colorless
Specific Gravity0.68
Water Solubility Miscible with ethanol, ether, benzene, concentrated hydrochloric acid. Immiscible with water.
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
BRN 742504
InChIKeyGPAYUJZHTULNBE-UHFFFAOYSA-N
CAS DataBase Reference829-85-6(CAS DataBase Reference)
NIST Chemistry ReferencePhosphine, diphenyl-(829-85-6)
Safety Information
Hazard Codes F,Xi
Risk Statements 17-36/37/38
Safety Statements 26-36
RIDADR UN 2845 4.2/PG 1
WGK Germany 3
8-10-13-23
HazardClass 4.2
PackingGroup I
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Diphenylphosphine Usage And Synthesis
Organophosphorus compoundDiphenylphosphine is commonly used in laboratory as organic phosphorus compound, it is unpleasant odor colorless liquid, and it is pungent, it is easily oxidized in air and can cause spontaneous combustion, it is sensitive to air and light, it need the protection of nitrogen. It can be used as precursor to synthesize some organic phosphine ligand. By deprotonation, it can be converted to diphenylphosphine compound: Ph2PH + nBuLi → Ph2PLi + nBuH, such as 1,2-bis (diphenylphosphino) ethane and 1,3-bis (diphenylphosphino) propane phosphine ligands etc, Wittig-Horner reagents and the synthesis of quaternary phosphonium salt is usually by means of diphenylphosphino alkylation to achieve.
Diphenylphosphine such as sodium and lithium diphenylphosphine and diphenylphosphine compound can add to carbon heteroatom double bond as nucleophile. For example, in the condition of concentrated hydrochloric acid at 100℃, diphenylphosphine can add to aldehyde carbon atoms of benzaldehyde: Ph2PH + PhCHO → Ph2P (O) CH2Ph, when compares with tertiary phosphine, alkalinity of diphenylphosphine is weaker. The pKa of conjugate acid diphenylphosphine is 0.03: Ph2PH2 + → Ph2PH + H +
Preparation: Lithium diphenylphosphine can generated by inexpensive triphenylphosphine and the with the cancellation of water can obtain diphenylphosphine: (1) PPh3 + 2 Li → LiPPh2 + LiPh (2) LiPPh2 + H2O → Ph2PH + LiOH.
The above information is edited by the chemicalbook of Wang Xiaodong.
UsesIt can be used the intermediates of organic, catalysts.
Chemical PropertiesDiphenylphosphine is an organophosphorus compound commonly used in laboratories. It is a clear colorless to slightly yellow liquid with unpleasant odor, irritating, easily oxidized in air and spontaneously combusts, sensitive to air and light, and needs to be protected by nitrogen. It can be used as a precursor for the synthesis of a variety of organophosphine ligands. These ligands, in turn, are used in homogeneous catalysis for many applications including: asymmetric hydrogenation, coupling chemistry, ethylene oligomerization, hydroformylation, hydration of nitriles, and polymerization of alkenes.
UsesDiphenylphosphine acts as an intermediate in the preparation of diphenylphosphide derivatives, phosphonium salts, phosphine ligands and Wittig-Horner reagents. The presence of hydrogen atom bonded to phosphorus undergoes Michael-like addition to activated alkenes. It is involved in the preparation of 1,2-bis(diphenylphosphino)ethane and (phenyl-(phenylmethyl)phosphoryl)benzene. Further, it is used in the synthesis of aminophosphines and chiral palladacycles with N-heterocyclic carbene ligands as catalysts.
Usessuzuki reaction
UsesDiphenylphosphine is used in the synthesis of aminophosphines for application as catalysts. It is also used in the preparation of chiral palladacycles with N-heterocyclic carbene ligands as catalysts.
PreparationDiphenylphosphine can be prepared from triphenylphosphine by reduction to lithium diphenylphosphide, which can be protonated to give the title compound:
PPh3 + 2 Li → LiPPh2 + LiPh
LiPPh2 + H2O → Ph2PH + LiOH
Tag:Diphenylphosphine(829-85-6) Related Product Information
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