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829-85-6

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829-85-6 Usage

Chemical Description

Diphenylphosphine is a phosphine with two phenyl groups attached to the phosphorus atom.

Check Digit Verification of cas no

The CAS Registry Mumber 829-85-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 9 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 829-85:
(5*8)+(4*2)+(3*9)+(2*8)+(1*5)=96
96 % 10 = 6
So 829-85-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H11P/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H

829-85-6 Well-known Company Product Price

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  • Alfa Aesar

  • (56169)  Diphenylphosphine   

  • 829-85-6

  • 10g

  • 504.0CNY

  • Detail
  • Alfa Aesar

  • (56169)  Diphenylphosphine   

  • 829-85-6

  • 50g

  • 1852.0CNY

  • Detail

829-85-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Diphenylphosphine

1.2 Other means of identification

Product number -
Other names diphenylphosphane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:829-85-6 SDS

829-85-6Synthetic route

triphenylphosphine
603-35-0

triphenylphosphine

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With sodium In ammonia at -78℃; for 4h;100%
With lithium In tetrahydrofuran for 27h;74%
With lithium In tetrahydrofuran; diethyl ether; water cooling;73%
tert-butyldiphenylphosphine
6002-34-2

tert-butyldiphenylphosphine

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With ammonia; sodium at -78℃; for 4h;100%
Multi-step reaction with 2 steps
1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere
2: tetrahydrofuran / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere
2: tetrahydrofuran / 25 °C
View Scheme
C2H2N2(2,4,6-trimethylbenzene)PPPh2
793695-34-8

C2H2N2(2,4,6-trimethylbenzene)PPPh2

A

1,3-bis-(2,4,6-trimethyl-phenyl)-1,3-dihydro-[1,3,2]diazaphosphole 2-oxide

1,3-bis-(2,4,6-trimethyl-phenyl)-1,3-dihydro-[1,3,2]diazaphosphole 2-oxide

B

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With water at 20℃;A 100%
B n/a
Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With hydrogen; Rh{HC[CMeN(iPr2C6H2)]2}(C8H14)N2 In (2)H8-toluene at 50℃; under 760.051 Torr; for 12h;95%
protic solvents, electrolysis;
With triethylsilane; gallium(III) trichloride In chlorobenzene at 100℃; for 1h;
Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

A

C20H21PSi
1009109-32-3

C20H21PSi

B

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
Rh{HC[CMeN(iPr2C6H2)]2}(C8H14)N2 In (2)H8-toluene at 100℃;A 95%
B 5%
tertiary butyl chloride
507-20-0

tertiary butyl chloride

sodium diphenylphosphide
4376-01-6

sodium diphenylphosphide

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃;95%
NiOs3H3(1+)*C5H5(1-)*8CO*PH(C6H5)2=(C5H5)NiOs3H3(CO)8PH(C6H5)2

NiOs3H3(1+)*C5H5(1-)*8CO*PH(C6H5)2=(C5H5)NiOs3H3(CO)8PH(C6H5)2

triphenylphosphine
603-35-0

triphenylphosphine

A

NiOs3H3(1+)*C5H5(1-)*8CO*P(C6H5)3=(C5H5)NiOs3H3(CO)8(P(C6H5)3)

NiOs3H3(1+)*C5H5(1-)*8CO*P(C6H5)3=(C5H5)NiOs3H3(CO)8(P(C6H5)3)

B

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
In hexane The complex and a slight excess of Pp are refluxed in hexane (N2) for 6 min.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy.(silica gel; light petroleum/diethyl ether).;A 90%
B n/a
Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
Stage #1: Diphenylphosphine oxide With diisobutylaluminium hydride In tetrahydrofuran; toluene at 20℃; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; tert-butyl methyl ether; water; toluene at 5℃;
88%
With diisobutylaluminium hydride In tetrahydrofuran at 25℃; for 0.166667h;86%
With diisobutylaluminium hydride In tert-butyl methyl ether; cyclohexane at 25℃; for 0.166667h; Inert atmosphere; chemoselective reaction;86%
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

aluminium
7429-90-5

aluminium

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
In N,N-dimethyl-formamide; toluene87%
In N,N-dimethyl-formamide; toluene84%
manganese
7439-96-5

manganese

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

ethylene dibromide
106-93-4

ethylene dibromide

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With chloro-trimethyl-silane In tetrahydrofuran; nitrogen; toluene84%
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With nickel tetrafluoroborate; tetraethylammonium bromide In acetonitrile electrolysis;82%
With magnesium In N,N-dimethyl-formamide; toluene81%
With lithium aluminium tetrahydride68%
bromobenzene
108-86-1

bromobenzene

A

triphenylphosphine
603-35-0

triphenylphosphine

B

diphenylphosphane
829-85-6

diphenylphosphane

C

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With phosphorous; Ni(0)bipy In N,N-dimethyl-formamide Electrochemical reaction; Zn anode;A 80%
B 9%
C 10%
With phosphorous; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide at 50℃; Electrochemical reaction; Zn anode;A 50%
B 9%
C 10%
(trimethylsilyl)diphenylphosphine
17154-34-6

(trimethylsilyl)diphenylphosphine

A

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

B

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide; 4-heptanone; bromobenzene-d5 at 130℃; for 120h; Concentration; Inert atmosphere; Schlenk technique;A 12%
B 80%
manganese
7439-96-5

manganese

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With acetic acid In water; N,N-dimethyl-formamide; toluene77%
In nitrogen; N,N-dimethyl-formamide; toluene63%
In tetrahydrofuran; water60%
methyldiphenylsilane
776-76-1

methyldiphenylsilane

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

A

C25H23PSi
1009109-35-6

C25H23PSi

B

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
Rh{HC[CMeN(iPr2C6H2)]2}(C8H14)N2 In (2)H8-toluene Heating;A 76%
B 17%
iodobenzene
591-50-4

iodobenzene

A

triphenylphosphine
603-35-0

triphenylphosphine

B

phenylphosphane
638-21-1

phenylphosphane

C

diphenylphosphane
829-85-6

diphenylphosphane

Conditions
ConditionsYield
With phosphorous; Ni(0)bipy In N,N-dimethyl-formamide Electrochemical reaction; Zn anode;A 75%
B 5%
C 10%
With phosphorous; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide at 50℃; Electrochemical reaction; Zn anode;A 65%
B 10%
C 12%

829-85-6Relevant articles and documents

Reaction of secondary phosphine chalcogenides with diallylamine

Verkhoturova,Kazantseva,Arbuzova,Albanov,Gusarova,Trofimov

, (2014)

Diphenyl- or bis(2-phenylethyl)phosphine sulfides and -phosphine selenides react with diallylamine under radical initiation (UV or AIBN) to afford the corresponding diadducts and tetrahydropyrrolylmethyl phosphine chalcogenides. The yield and the ratio of

Indium(III) promoted oxidative P-P coupling of silylphosphines

Cartlidge, Ashleigh J.,Matthews, Peter D.

, (2022/01/28)

The reaction of indium(III) salts with Ph2PSiMe3 and PhP(SiMe3)2 gives rise to a one- and two-electron reductive P-P coupling respectively, with the formation of new P-P bonds resulting in the preparation of (Ph2P)2 and the cyclicoligophosphane compounds (PhP)4 and (PhP)6.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric

supporting information, p. 3035 - 3043 (2021/05/10)

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Photocatalytic Arylation of P4 and PH3: Reaction Development Through Mechanistic Insight

Cammarata, Jose,Gschwind, Ruth M.,Lennert, Ulrich,Rothfelder, Robin,Scott, Daniel J.,Streitferdt, Verena,Wolf, Robert,Zeitler, Kirsten

supporting information, p. 24650 - 24658 (2021/10/14)

Detailed 31P{1H} NMR spectroscopic investigations provide deeper insight into the complex, multi-step mechanisms involved in the recently reported photocatalytic arylation of white phosphorus (P4). Specifically, these studies have identified a number of previously unrecognized side products, which arise from an unexpected non-innocent behavior of the commonly employed terminal reductant Et3N. The different rate of formation of these products explains discrepancies in the performance of the two most effective catalysts, [Ir(dtbbpy)(ppy)2][PF6] (dtbbpy=4,4′-di-tert-butyl-2,2′-bipyridine) and 3DPAFIPN. Inspired by the observation of PH3 as a minor intermediate, we have developed the first catalytic procedure for the arylation of this key industrial compound. Similar to P4 arylation, this method affords valuable triarylphosphines or tetraarylphosphonium salts depending on the steric profile of the aryl substituents.

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