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Diphenylphosphine

CAS No.
829-85-6
Chemical Name:
Diphenylphosphine
Synonyms
HPPh2;PH2PH;Diphenylphosphin;98% Ph2PH;AURORA KA-1107;DIPHENYLPHOSPHINE;Diphenyl phospine;Diphenyl-phosphane;PHOSPHINE, DIPHENYL;DPP/DIPHENYLPHOSPHIN
CBNumber:
CB0720195
Molecular Formula:
C12H11P
Molecular Weight:
186.19
MDL Number:
MFCD00003040
MOL File:
829-85-6.mol
MSDS File:
SDS
Last updated:2024-07-03 09:08:35

Diphenylphosphine 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.)
Flash point -18°C (Hexane)
storage temp. 2-8°C
solubility Chloroform
form liquid
pka diphenylphosphine is weakly basic. The pKa of the protonated derivative is 0.03.
color colorless
Specific Gravity 0.68
Water Solubility Miscible with ethanol, ether, benzene, concentrated hydrochloric acid. Immiscible with water.
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN 742504
InChIKey GPAYUJZHTULNBE-UHFFFAOYSA-N
CAS DataBase Reference 829-85-6(CAS DataBase Reference)
FDA UNII F9B5T7O7ZY
NIST Chemistry Reference Phosphine, diphenyl-(829-85-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H250-H315-H319-H335
Precautionary statements  P210-P222-P231+P232-P302+P352-P305+P351+P338-P370+P378
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
NFPA 704
4
2 2

Diphenylphosphine price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 252964 Diphenylphosphine 98% 829-85-6 10g $85.7 2024-03-01 Buy
Sigma-Aldrich 252964 Diphenylphosphine 98% 829-85-6 1kg $1450 2024-03-01 Buy
Alfa Aesar 056169 Diphenylphosphine 829-85-6 10g $71.19 2023-01-06 Buy
Alfa Aesar 056169 Diphenylphosphine 829-85-6 50g $278.25 2023-01-06 Buy
Strem Chemicals 15-1700 Diphenylphosphine, 99% 829-85-6 10g $68 2024-03-01 Buy
Product number Packaging Price Buy
252964 10g $85.7 Buy
252964 1kg $1450 Buy
056169 10g $71.19 Buy
056169 50g $278.25 Buy
15-1700 10g $68 Buy

Diphenylphosphine Chemical Properties,Uses,Production

Organophosphorus compound

Diphenylphosphine 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.

Uses

It can be used the intermediates of organic, catalysts.

Chemical Properties

Diphenylphosphine 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.

Uses

Diphenylphosphine 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.

Uses

suzuki reaction

Uses

Diphenylphosphine 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.

Preparation

Diphenylphosphine 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

24630-80-6
1707-03-5
829-85-6
Synthesis of Diphenylphosphine from Phosphinous acid, P,P-diphenyl- and Diphenylphosphinic acid
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Diphenylphosphine pictures 2024-08-05 Diphenylphosphine
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US $0.00-0.00 / kg 1kg 99% 20ton Shanghai Bojing Chemical Co.,Ltd.
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US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Diphenylphosphine pictures 2022-12-16 Diphenylphosphine
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US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Weibang Biotechnology Co., Ltd
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