1,2-Bis(diphenylphosphino)ethane supplier

Name
1,2-Bis(diphenylphosphino)ethane
EINECS 216-769-2
CAS No. 1663-45-2
Article Data80
CAS DataBase
Density
Solubility
Melting Point 137-142 °C(lit.)
Formula C₂₆H₂₄P₂
Boiling Point 514.815 °C at 760 mmHg
Molecular Weight 398.424
Flash Point 281.728 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms P,P'-Ethylenebis(diphenylphosphine);Phosphine,1,2-ethanediylbis[diphenyl- (9CI);1,2-Ethylenebis(diphenylphosphine);DPPE (ligand);Ethylenebis(diphenylphosphine);NSC 76285;
PSA 27.18000
LogP 5.25220

Synthetic route

: 15444-66-3
(1,2-bis(diphenylphosphino)ethane)tetracarbonylmolybdenum

: 38536-63-9
(1,2-bis(diphenylarsino)ethane)molybdenum tetracarbonyl

A: 53557-42-9
(1-diphenylphosphino-2-diphenylarsinoethane)molybdenum tetracarbonyl

B: 4431-24-7
1,2-bis(diphenylarsino)ethane

C: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
reaction in a calorimeter under argon;	A 100% B n/a C n/a

...Expand

: cyclopentadienylmolybdenum(III)(bis(diphenylphosphino)ethane)Cl2

: 594-09-2
trimethylphosphane

: cyclopentadienylmolybdenum(III)(PMe3)2Cl2

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In dichloromethane mixing of the Mo compd. with the free phosphine (molar ratio 2.3:1) in CH2Cl2;;	A 100% B n/a

...Expand

: 829-85-6
diphenylphosphane

: 74-86-2
acetylene

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With potassium hydroxide In water; dimethyl sulfoxide for 1h;	97%

: 4141-50-8
1,2-bis(diphenylphosphinoyl)ethane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
Stage #1: 1,2-bis(diphenylphosphinoyl)ethane With trityl tetrakis(pentafluorophenyl)borate In (2)H8-toluene at 20℃; Glovebox; Inert atmosphere; Stage #2: With phenylsilane In (2)H8-toluene at 80℃; for 13.5h; Glovebox; Inert atmosphere; Sealed tube;	97%
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 7h;	95%
With titanium(IV) isopropylate; Triethoxysilane In tetrahydrofuran at 67℃;	90%

: 7615-76-1
1,2-bis(diphenylphosphinothioyl)ethane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With Raney-Ni In ethanol; benzene at 20℃; for 3h; Inert atmosphere;	97%

: 984-43-0
1,2-bis(diphenylphosphanyl)ethane monoxide

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With diethoxymethylane; Bis(p-nitrophenyl) phosphate In toluene at 110℃; Inert atmosphere; chemoselective reaction;	96%
With Bis(p-nitrophenyl) phosphate; 1,3-diphenyl-disiloxane In ethyl acetate at 23℃; for 70h; Sealed tube; chemoselective reaction;	96%
Stage #1: 1,2-bis(diphenylphosphanyl)ethane monoxide With trityl tetrakis(pentafluorophenyl)borate In (2)H8-toluene at 20℃; Glovebox; Inert atmosphere; Stage #2: With phenylsilane In (2)H8-toluene at 80℃; for 4h; Glovebox; Inert atmosphere; Sealed tube;	90%

/PBGRG362--165/: /PBGRG362--165/

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With sodium hydrogencarbonate; tetrafluoroboric acid dimethyl ether complex In dichloromethane 1.) a.) -5 up to 25 deg C; b.) 25 deg C, 12h; 2.) 0 deg C;	92%

: 829-85-6
diphenylphosphane

: 2155-96-6
Diphenylvinylphosphine

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 20℃;	90%

: [dppeP][Br]

: 882-33-7
diphenyldisulfane

A: 1095-04-1
triphenyl thiophosphite

B: C32H29P2S(1+)*Br(1-)

C: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In dichloromethane for 1h; Inert atmosphere;	A 90% B n/a C n/a

...Expand

: 106-93-4
ethylene dibromide

: 829-85-6
diphenylphosphane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With cesium hydroxide; 4 Angstroem MS In N,N-dimethyl-formamide at 23℃; for 36h;	78%
With cesium hydroxide; 4 A molecular sieve In N,N-dimethyl-formamide at 23℃; for 36h;	78%
Stage #1: diphenylphosphane With cesiumhydroxide monohydrate In N,N-dimethyl-formamide at 20℃; for 1h; Molecular sieve; Inert atmosphere; Stage #2: ethylene dibromide In N,N-dimethyl-formamide at 20℃; for 36h; Inert atmosphere; Molecular sieve;	78%
With cesiumhydroxide monohydrate In N,N-dimethyl-formamide at 20℃; for 36h; Molecular sieve; Inert atmosphere;	78%
With tris(dimethylamino)(methylimino)phosphorane In tetrahydrofuran; diethyl ether for 24h; Ambient temperature;

: 107-06-2
1,2-dichloro-ethane

: 603-35-0
triphenylphosphine

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With lithium In tetrahydrofuran at 0℃; for 0.5h;	70%
With lithium In tetrahydrofuran; water at 50℃; for 4.5h; Inert atmosphere;	18 g

: 1079-66-9
chloro-diphenylphosphine

: 107-06-2
1,2-dichloro-ethane

A: 1101-41-3
Tetraphenyldiphosphin

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; tetra-(n-butyl)ammonium iodide In various solvent(s) Ambient temperature; elektrochemical reaction, anode Mg bar, cathode stainless steel; var. solv.; Yields of byproduct given;	A n/a B 65%

...Expand

: 1079-66-9
chloro-diphenylphosphine

: 107-06-2
1,2-dichloro-ethane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; tetrabutylammonium tetrafluoroborate; tetra-(n-butyl)ammonium iodide Ambient temperature; electrolysis;	65%

: 108-86-1
bromobenzene

: C20H19P2(1-)

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran -78 deg C, 10 min, RT, 30 min;	62%

: 1079-66-9
chloro-diphenylphosphine

: 106-93-4
ethylene dibromide

A: 1101-41-3
Tetraphenyldiphosphin

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; tetra-(n-butyl)ammonium iodide In various solvent(s) Ambient temperature; elektrochemical reaction, anode Mg bar, cathode stainless steel; var. solv.; Yields of byproduct given;	A n/a B 40%

...Expand

: 1079-66-9
chloro-diphenylphosphine

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With sodium und Umsetzung mit 1,2-Dibrom-aethan;
Multi-step reaction with 3 steps 1: 75 percent / NEt3 / tetrahydrofuran / 2.5 h / 0 - 20 °C 2: 9.1 percent / 250 °C 3: 84 percent / HSiCl3 / toluene / 12 h / 145 °C View Scheme

: 107-06-2
1,2-dichloro-ethane

: 829-85-6
diphenylphosphane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With potassium hydroxide 1.) DMSO, 20 deg C, 2.) 50 deg C, 1 h; Yield given. Multistep reaction;
With potassium hydroxide; potassium carbonate 1) DMSO, 20 deg C, 2) DMSO, 50 deg C, 1 h; Yield given. Multistep reaction;

: 24456-27-7
1,2-bis(diphenylphosphino)ethane bis(borane)

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With sodium hydrogencarbonate; tetrafluoroboric acid dimethyl ether complex 1.) CH2Cl2, from -5 to -25 degC, 12h; 2.) water, 0 degC; Yield given. Multistep reaction;

: 85324-78-3
1,2-bis(diphenylphosphanyloxy)ethane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 9.1 percent / 250 °C 2: 84 percent / HSiCl3 / toluene / 12 h / 145 °C View Scheme

: bis(diphenylphosphino)ethane diborane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With piperazinomethyl polystyrene resin In toluene at 60℃; for 16h;

: 19615-85-1, 16126-81-1, 19978-60-0, 66972-96-1
{NiJ2-(1.2-Bis-diphenylphosphino-aethan)2}

A: 15629-91-1, 47671-01-2
{NiJ2-1.2-Bis-diphenylphosphino-aethan}

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In not given dissocn. equilibrium in soln.;
In not given dissocn. equilibrium in soln.;

: 115162-69-1
{Mn(CO)2(η2-DPPE)(η1-DPPE)}(1-)

A: Mn(CO)3(η1-DPPE)

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With carbon monoxide In tetrahydrofuran 1 atm carbon monoxide, ca. 30 min;

: bis(cyanotrihydroborato)N,N-dimethylformamide-1,2-bis(diphenylphosphino)ethanecobalt(II)

: 127-19-5
N,N-dimethyl acetamide

: bis(cyanotrihydroborato)tetrakis(N,N-dimethylformamide)cobalt(II)

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Co(BH3CN)2(Diphos)(DMF) was dissolved in DMF.; Addn. of ether produced crystals of Co(BH3CN)2(DMF)4.;

...Expand

: 19615-83-9, 19978-59-7, 14403-79-3, 66972-95-0, 1240788-71-9
{NiBr2-(1.2-Bis-diphenylphosphino-aethan)2}

A: 14647-21-3
dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II)

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In not given dissocn. equilibrium in soln.;
In not given dissocn. equilibrium in soln.;

: trans-Mo(NH)I(Ph2PCH2CH2PPh2)2(1+)

: trans-bisdinitrogenbis(1,2-diphenylphosphinoethane)molybdenum(0)

B: 7664-41-7
ammonia

C: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
With nitrogen In tetrahydrofuran Electrolysis; electrolysis of molybdenum imide at mercury pool cathode in THF containing 0.2 M (NBu4)BF4 and saturated with N2 (1 atm);; Mo-complex identified by (31)P NMR and cyclovoltammetry and IR; also unidentified compounds obtained;

...Expand

: FeH(C6H4PPhCH2CH2PPh2)(dppe)

: 7553-56-2
iodine

A: Fe(2+)*(P(C6H5)2CH2CH2P(C6H5)2)*2I(1-)=Fe(P(C6H5)2CH2CH2P(C6H5)2)I2

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

...Expand

: Fe(NO)2(CO)(tri-n-butylphosphine)

A: [1,2-bis(diphenylphosphino)ethane]dinitrosyliron

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In toluene Kinetics;
In toluene Kinetics;

: cyclopentadienylmolybdenum(III)(bis(diphenylphosphino)ethane)Cl2

: 554-70-1
triethylphosphine

: {Cp(PEt3)2molybdenum(III) dichloride}

B: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

Conditions

Conditions	Yield
In dichloromethane mixing of the Mo compd. with the free phosphine (molar ratio 3.7:1) in CH2Cl2; a molar artio of 2.1:1 yields an equilibrium;;	A >99 B n/a

...Expand

: 12080-32-9
dichloro(1,5-cyclooctadiene)platinum(ll)

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 83095-83-4, 14647-25-7
[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

Conditions

Conditions	Yield
In dichloromethane dropwise addn. of 1 equiv. dppe to Pt-complex; crystn. on Et2O addn.;	100%
In chloroform-d1 Pt complex dissolved in CDCl3, org. compd. added as a asolid, mixture stirred for 30 min; product not isolated, detected by NMR;
In not given displacement of cyclooctadiene;

: 69393-63-1
C5H5FeC8H12(1+)*Li{CH2N(CH3)2}2(1-)=FeLiC19H33N2

: 766-04-1
benzyllithium

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 64827-29-8
C5H5Fe{(C6H5)2PCH2}2(CH2C6H5)

Conditions

Conditions	Yield
In benzene addn. of 1 equiv. PhCH2Li to equimolar soln. of {CpFe(COD)}{Li(TMEDA)} in benzene at 25°C;	100%

...Expand

: 12146-37-1, 124717-04-0
(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

A: 15444-66-3
(1,2-bis(diphenylphosphino)ethane)tetracarbonylmolybdenum

B: 121-46-0
bicyclo[2.2.1]hepta-2,5-diene

Conditions

Conditions	Yield
In tetrahydrofuran reaction in a calorimeter under argon;	A 100% B n/a

...Expand

: 14040-11-0
tungsten hexacarbonyl

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

A: 29890-05-9
tetracarbonyl-1,2-bis(diphenylphosphino)ethane-tungsten(0)

B: 15413-06-6
{μ-bis(diphenylphosphino)ethane}-bis{pentacarbonyltungsten(0)}

Conditions

Conditions	Yield
With trimethylamine-N-oxide In acetonitrile W(CO)6 and Me3NO stirred in MeCN (20°C, 30 min, under nitrogen), addn. of diphosphine (molar ratio W(CO)6 : phosphine = 2:1), heated (75°C, 16 h), soln. pumped to dryness; washed with hexane; 31P-NMR;	A 0% B 100%

...Expand

: {N(C2H5)4}(1+)*{FeCo3(CO)12}(1-)={N(C2H5)4}{FeCo3(CO)12}

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: HFeCo3*10CO*P(C6H5)2CH2CH2P(C6H5)2=HFeCo3(CO)10P(C6H5)2CH2CH2P(C6H5)2

Conditions

Conditions	Yield
With HCl In dichloromethane; acetone reflux in acetone for 10 min, recrystn. of the N(C2H5)4-compd., protonation with concd. HCl in CH2Cl2;	100%

: (C5H5)MoCl2(P(C6H5)3)2

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: cyclopentadienylmolybdenum(III)(bis(diphenylphosphino)ethane)Cl2

Conditions

Conditions	Yield
In dichloromethane byproducts: P(C6H5)3; mixing of the Mo compd. with the free phosphine (molar ratio 1:1) in CH2Cl2;;	100%
In tetrahydrofuran byproducts: P(C6H5)3; mixing of the Mo compd. with an excess of free phosphine in THF;;	100%

: {W(NN(C6H5)2)Cl4}

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: {WCl3(NN(C6H5)2)((C6H5)2PCH2)2}

Conditions

Conditions	Yield
With Zn In dichloromethane (N2); stirring (0.5 h); zinc decantation, pptn. on pentane addn., filtn., washing (pentane), drying (vac.);	100%
With zinc

: 136827-07-1
Pd2{(η6-C6H5)Cr(CO)3}2(μ-Cl)2(PPh3)2

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 136805-10-2
cis-Pd{(η6-C6H5)Cr(CO)3}Cl(dppe)

Conditions

Conditions	Yield
In benzene (Ar), stirred at room temp. for 30 min; precipitated by hexane, washed with hexane, dried in vac., recrystd. from CH2Cl2/hexane, elem. anal.;	100%

: {Cp(PMePh2)2molybdenum(III) dichloride}

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: cyclopentadienylmolybdenum(III)(bis(diphenylphosphino)ethane)Cl2

B: 1486-28-8
diphenyl(methyl)phosphine

Conditions

Conditions	Yield
In dichloromethane mixing of the Mo compd. with the free phosphine (molar ratio 1.1:1) inCH2Cl2;;	A 100% B n/a

...Expand

: germanium(II) chloride dioxane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 77495-41-1
1,2-Ethandiylbis(diphenylphosphan)-dichlorgermylen

Conditions

Conditions	Yield
In toluene byproducts: C4H8O2; equimolar amts. of educts, 1 h, toluene and dioxane removed; crystd. from toluene;	100%
In toluene byproducts: dioxane; calcd. amts. of educts stirred at room temp. for 1 h, under Ar; evapd., recrystd. from benzene or benzene/toluene, elem. anal.;	100%

: RuH((C6H5)2PCH2CH2P(C6H5)2)(C8H12)(NCCHCOOC2H5)*0.5C6H6

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: RuH((C6H5)2PCH2CH2P(C6H5)2)2(NCCHCOOC2H5)*0.5C6H6

Conditions

Conditions	Yield
In benzene-d6 byproducts: 1,5-cyclooctadiene; 50°C, 118 h; NMR monitoring;	100%

: 93222-42-5
(4RS,5RS)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanol

: 7550-45-0
titanium tetrachloride

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 215033-86-6
TiCl2(α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolate)(1,2-bis(diphenylphosphino)ethane)

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; dichloromethane N2-atmosphere; stirring (room temp., 30 min), THF addn., stirring (1 h),evapn., CH2Cl2 and dppe addn., stirring (1 h); filtering, crystn. (CH2Cl2, -25°C); elem. anal.;	100%

...Expand

: {platinum(II)(μ-chloride)(pentafluorophenyl)(tetrahydrothiophene)}2

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 212498-15-2
cis-[Pt(II)Cl(pentafluorophenyl)(1,2-bis(diphenylphosphino)ethane)]

Conditions

Conditions	Yield
In chloroform byproducts: C4H8S; (N2); Schlenk technique; P ligand (2 equiv.) was added to soln. of Pt complex in CHCl3 at room temp.; soln. was stirred for 2 h; concd.; treated with pentane; filtered; dried (vac.); elem. anal.;	100%

: [Mo(NNPh2)Cl3]

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: MoCl3NN(C6H5)2((C6H5)2PCH2)2

Conditions

Conditions	Yield
With Zn In dichloromethane (N2); stirring (0.5 h); zinc decantation, pptn. on pentane addn., filtn., washing (pentane), drying (vac.);	100%

: 1024-60-8
hexafluoro-1,4-naphthoquinone

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 3,3'-(ethane-1,2-diylbis(diphenylphosphonionediyl))bis(5,6,7,8-tetrafluoro-1,4-dioxo-1,4-dihydronaphthalen-2-olate)

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere;	100%

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 4141-50-8
1,2-bis(diphenylphosphinoyl)ethane

Conditions

Conditions	Yield
With dihydrogen peroxide In dichloromethane; water for 0.0833333h;	99%
With dihydrogen peroxide In dichloromethane; water at 23℃; for 0.166667h; Inert atmosphere;	99%
With dihydrogen peroxide In dichloromethane; water for 0.0833333h;	98%

: tetrakis(acetonitrile)copper(I)tetrafluoroborate

: 5144-89-8
1,10-phenanthroline hydrate

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 498584-34-2
(1,10-phenanthroline)(1,2-bis(diphenylphosphino)ethane)copper(I) tetrafluoroborate

Conditions

Conditions	Yield
In dichloromethane (N2); Cu complex was reacted with P ligand in CH2Cl2; phenanthroline wasadded after dissolution; mixt. was stirred for 1 h; solvent removed (vac.); Et2O added; pptd.; washed (Et2O);	99%

...Expand

: 10170-68-0, 16997-54-9
trichlorotris(tetrahydrofuran)chromium(III)

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 1119091-66-5
[(1,2-bis(diphenylphosphino)ethane)CrCl2(μ-Cl)]2

Conditions

Conditions	Yield
In not given ligand reacted with Cr complex (A.Bollmann, K.Blann, J.T.Dixon, F.M.Hess, E.Killian et al. J. Am. Chem. Soc. 126 (2004) 14712); elem. anal.;	99%

: 366-18-7
[2,2]bipyridinyl

: silver perchlorate

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 936008-41-2
[Ag2(2,2'-bipyridyl)2(dppe)(ClO4)2]

Conditions

Conditions	Yield
In acetonitrile stoich. mixt. in CH3CN stirred for 12 h at room temp.; evapd., washed (Et2O), elem. anal.;	99%

...Expand

: 10170-69-1
dimanganese decacarbonyl

: 75-09-2
dichloromethane

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 49695-20-7
fac-Mn(CO)3(chloro)(1,2-bis(diphenylphosphino)ethane)

Conditions

Conditions	Yield
In dichloromethane autoclave (N2, 130°C, 2 h); solvent removal, recrystn. (CH2Cl2/hexane);	99%

...Expand

: 50960-82-2
carbonylgold(I) chloride

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 18024-34-5
1,2-bis(diphenylphosphino)ethane digold(I) dichloride

Conditions

Conditions	Yield
In benzene byproducts: CO; soln. of Ph2PCH2CH2PPh2 dropped to soln. of (OC)AuCl at room temp. under dry N2, stirred for 1 h (CO removed); filtered;	99%

: 14040-11-0
tungsten hexacarbonyl

: 67-64-1
acetone

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 87900-84-3, 84411-66-5
fac-[W(CO)3(1,2-bis(diphenylphosphino)ethane)(Me2CO)]

Conditions

Conditions	Yield
In acetone Irradiation (UV/VIS); N2-atmosphere; irradn. (450 W Hg lamp, 10 h); evapn. (vac.), washing (hexane / Et2O = 3 : 1), drying (vac.);	99%

...Expand

: Pt(Sn(CH3)3)2(P(CH3C6H4)3)2

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 32035-20-4
1,2-bis(diphenylphosphino)ethane-bis-(trimethylstannyl)platinum(II)

Conditions

Conditions	Yield
	99%

: (N,N,N',N'-tetramethylethylenediamine)Pd(phenyl)I

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 60674-49-9
(1,2-bis(diphenylphosphino)ethane)2Pd(phenyl)I

Conditions

Conditions	Yield
In toluene under N2 atm. mixt. Pd complex and ligand in toluene was stirred at roomtemp. for 3 h; ppt. was separated, washed with hexane, dried under vac., product was recrystd. from 1,2-dichloroethane-hexane at 5°C for 1.5 h, ppt. wasseparated, washed with hexane, dried under vac.;	99%
In chloroform equiv. amts.; stirring (5-10 min, room temp.); solvent removal; drying (vac., 4 h), recrystn. (CH2Cl2/n-pentane);	87%

: {Ru(η5-C7H11)2H}BF4

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: (η5-2,4-dimethylpentadienyl)bis(diphenylphosphino)ethaneiodoruthenium(II)

Conditions

Conditions	Yield
With KI In acetone (N2); Ru-compound added slowly to soln. of KI and DPPE at 195 K; stirred at 195 K for 1 h; warmed to room temperature; stirred for 5 h; solvent evapd.; extd. (toluene); filtered; partial evapd.; pentane added; cooled (250 K); elem. anal.;	99%

: [PdCl(C6H9)]2

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 203798-18-9
Pd(C6H9)(C2H4(P(C6H5)2)2)(1+)*Cl(1-)=[Pd(C6H9)(C2H4(P(C6H5)2)2)]Cl

Conditions

Conditions	Yield
org. ligand addn. to Pd-complex in THF or CDCl3;	99%
In chloroform-d1 solvent addn. to org. ligand and Pd-complex in NMR tube filled with N2;

: [(μ2-pentamethylcyclopentadienylgallium)3(pentamethylcyclopentadienylgallium)diplatinum]

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 25398-76-9
[platinum(0)bis(1,2-bis(diphenylphosphino)ethane)]

Conditions

Conditions	Yield
In not given	99%

: tetrakis(acetonitrile)copper(I)tetrafluoroborate

: pentacarbonyl(1,3-diethylimidazolin-2-ylidene)tungsten(0)

: 201230-82-2
carbon monoxide

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

A: 14040-11-0
tungsten hexacarbonyl

B: 147892-57-7
[ Cu(1,2-bis(diphenylphosphino)ethane)2]BF4

Conditions

Conditions	Yield
N2-atmosphere; 3 equiv. of phosphine;	A 60% B 99%

...Expand

1,2-Bis(diphenylphosphino)ethane Specification

The 1,2-Bis(diphenylphosphino)ethane, with the CAS registry number 1663-45-2, is also known as 1,2-Ethanediylbis(diphenylphosphine). It belongs to the product categories of Phosphines; Ligand; Phosphine Ligands; Synthetic Organic Chemistry; Organophosphine ligand. Its EINECS registry number is 216-769-2. This chemical's molecular formula is C₂₆H₂₄P₂ and molecular weight is 398.42. What's more, its IUPAC name is called 2-Diphenylphosphanylethyl(diphenyl)phosphane. This chemical is a commonly used in coordination chemistry. It is almost invariably chelated, although there are examples of unidentate and of bridging behavior. It is a metal organic catalyst widely used in organic synthesis.

Physical properties about 1,2-Bis(diphenylphosphino)ethane are: (1)ACD/LogP: 6.851; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.85; (4)ACD/LogD (pH 7.4): 6.85; (5)ACD/BCF (pH 5.5): 94718.27; (6)ACD/BCF (pH 7.4): 94718.27; (7)ACD/KOC (pH 5.5): 126972.80; (8)ACD/KOC (pH 7.4): 126972.80; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 27.18 Å²; (13)Flash Point: 281.728 °C; (14)Enthalpy of Vaporization: 75.685 kJ/mol; (15)Boiling Point: 514.815 °C at 760 mmHg; (16)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of 1,2-Bis(diphenylphosphino)ethane: this chemical can be prepared by diphenylphosphinous acid chloride with 1,2-dichloro-ethane. This reaction needs reagents Bu₄NI, Bu₄NBF₄, NMP at ambient temperature. The yield is 65 %.

1,2-Bis(diphenylphosphino)ethane can be prepared by diphenylphosphinous acid chloride with 1,2-dichloro-ethane.

Uses of 1,2-Bis(diphenylphosphino)ethane: it is used to produce other chemicals. For example, it can react with 3-bromo-propene to get 1,2-ethanediylbis(allyldiphenylphosphonium) dibromide. The reaction occurs with reagent benzene and other condition of heating for 24 hours. The yield is 70 %.

1,2-Bis(diphenylphosphino)ethane can react with 3-bromo-propene to get 1,2-ethanediylbis(allyldiphenylphosphonium) dibromide.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And you must avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: c1ccc(cc1)P(CCP(c2ccccc2)c3ccccc3)c4ccccc4
(2) InChI: InChI=1S/C26H24P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20H,21-22H2
(3) InChIKey: QFMZQPDHXULLKC-UHFFFAOYSA-N

Product Name

1,2-Bis(diphenylphosphino)ethane

Synthetic route

1,2-Bis(diphenylphosphino)ethane Specification

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