Trimethylphosphine supplier

Name
Trimethylphosphine
EINECS 209-823-1
CAS No. 594-09-2
Article Data120
CAS DataBase
Density 0.738 g/cm³
Solubility Soluble in water.
Melting Point -86 °C(lit.)
Formula C₃H₉P
Boiling Point 40.5 °C at 760 mmHg
Molecular Weight 76.0782
Flash Point ?4°F
Transport Information UN 1993
Appearance colorless liquid
Safety 9-16-26-36/37/39
Risk Codes 11-36/37/38-67
Molecular Structure
Hazard Symbols F,Xi
Synonyms Trimethylphosphine;Trimethylphosphorus;
PSA 13.59000
LogP 1.35770

Synthetic route

: Re(C5H5)(CO)(NO)(CH3)(P(CH3)3)2

A: (η5-C5H5)(CO)(NO)ReCH3

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In acetone for 1 h; evapd. slowly under vacuo;	A 98% B n/a
In [(2)H6]acetone at room temp. for 1 day;
In tetrahydrofuran Kinetics; monitored by UV;

: 593-75-9, 685498-28-6
methyl isocyanate

: (η(5)-C5Me5)Co(PMe3)2

A: {(C5(CH3)5)Co(CNCH3)(P(CH3)3)}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether under Ar, reaction temp.: -78°C, warmed to room temp.; removal of solvent, extn. (pentane), brought to dryness in vac., stored at -78°C for 2 days;	A 95% B n/a

...Expand

: 74-87-3
methylene chloride

: 7803-51-2
phosphan

A: 593-54-4
methylphosphine

B: 676-59-5
dimethylphosphane

C: 880343-42-0
chloro-tetramethyl-phosphorane

D: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
With potassium hydroxide; PTK In toluene at 15℃; for 18h;	A 4% B 92% C 4 g D 2%

...Expand

: 114130-53-9
methylenetriphenylphosphorane-(4,5-diethyl-2,5-dihydro-2,2,3-trimethyl-1-phenyl-1,2,5-phosphasilaborole)

A: 114182-21-7
dimeric (P-B)(2)-4,5-diethyl-1,2,5,6-tetrahydro-2,2,3-trimethyl-1-phenyl-1,2,5-phosphasilaborine * toluene

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
With toluene In toluene Ar atmosphere, refluxing (3 h); sublimation of PMe3, recrystn. of B-complex (hot toluene), washing (toluene), drying (0.001 Torr); elem. anal.;	A 84% B 92%

: 87640-52-6
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

: 998-30-1
Triethoxysilane

A: 75-76-3
tetramethylsilane

B: (η5-C5Me5)(PMe3)ruthenium{Si(OEt)3}2H

C: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In inert atmosphere, heating of Ru-complex with HSi(OEt)3 (80°C, 12 h, closed vessel), briefly pumping to remove PMe3, continued heating (80°C, 6 h).; Evapn. in vac. gives a waxy solid, recrystn. (acetone), elem. anal.;	A n/a B 92% C n/a

...Expand

: 113533-26-9
(bis(diisopropylamino)phosphanyl)diazomethane, lithium salt

: 70525-09-6, 92670-96-7
rhodium(trimethylphosphine)4Cl

: 116405-38-0
5-bis(trimethylphosphine)rhoda-4-bis(diisopropylamino)phospha-1-n-butyl-Δ2-pyrazoline

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
With n-C4H9Li byproducts: LiCl; Excess of n-Buli.;	A 90% B n/a

...Expand

: 82555-25-7
cis-HRh(COCH3)(P(CH3)3)3Cl

A: 36713-95-8, 133577-23-8, 22710-50-5
RhCl(CO)(PMe3)2

: 36103-64-7
[Rh(trimethylphosphine)3]Cl

C: 34557-54-5
methane

D: 75-07-0
acetaldehyde

E: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
Rh complex heated at 90°C for 2 h; collection of the volatile products under high vaccum;	A 13% B 80% C 13% D 87% E 19%
In benzene-d6 soln. of Rh complex in benzene-d6 heated at 70°C for 2 h;	A 54% B 15% C 51% D 14% E 50%

...Expand

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

: 624-49-7
dimethylfumarate

A: {cyclopentadienyl(trimethylphosphane)2(fumaric acid dimethylester)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether addn. of fumaric acid dimethylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), chromy. on Al2O3, elution with ether-pentane, concn. (vac.), filtn., washing with pentane and drying (vac.); elem. anal.;	A 85% B n/a

...Expand

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

: 292638-85-8
acrylic acid methyl ester

A: {cyclopentadienyl(trimethylphosphane)(acrylic acid methylester)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In hexane addn. of acrylic acid methylester to the Co compd. in hexane under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.;	A 85% B n/a
In diethyl ether addn. of acrylic acid methylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.;	A 85% B n/a

...Expand

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

: 88333-03-3, 10340-91-7
Benzyl isocyanide

A: (η(5)-C5H5)Co(PMe3)(CNCH2Ph)

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In benzene under Ar, stirred for a few minutes at room temp.; removal of solvent in vac., extn. (pentane), cooling to -78°C; elem. anal.;	A 85% B n/a

...Expand

: 133911-64-5
(η2-1,2-diphenyl-1-cyclopropene)(trimethylphosphane)zirconocene

A: 133911-65-6
1,1-bis(η5-cyclopentadienyl)-2,3-diphenyl-1-(trimethylphosphane)-1-zirconacyclobut-2-ene

B: 133911-66-7
1,1-bis(η5-cyclopentadienyl)-2,3-diphenyl-1-zirconacyclobut-2-ene

C: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In tetrahydrofuran-d8 (Ar), -100°C; (31)P-NMR;	A 84% B 0% C 16%

...Expand

: bis(trimethylphosphine)(eta.5-indenyl)cobalt

: 292638-85-8
acrylic acid methyl ester

A: {indenyl(trimethylphosphane)(acrylic acid methylester)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In hexane addn. of acrylic acid methylester to the Co compd. in hexane under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.;	A 83% B n/a
In diethyl ether addn. of acrylic acid methylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.;	A 83% B n/a

...Expand

: 33937-27-8
tetrakis(trimethylphosphine)platinum(0)

: 95-15-8
Benzo[b]thiophene

: 202662-81-5
[(CH3)3P]2PtC8SH6

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In toluene reflux; elem. anal.;	A 83% B n/a

...Expand

: 75-15-0
carbon disulfide

: 28069-69-4
tetrakis(trimethylphosphine)nickel(0)

A: [nickel(0)(trimethylphosphine)3(η2-SCS)]

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether at 0 - 20℃; for 24h; Inert atmosphere; Schlenk technique;	A 81% B n/a

...Expand

: trans-(2,4,6-trimethylphenyl)chlorobis(trimethylphosphine)nickel(II)

: sodium cyclopentadienide

A: {(η5-C5H5)Ni(2,4,6-C6H2Me3)(PMe3)}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In not given byproducts: NaCl; N2 atmosphere; react. of Ni-complex with excess of NaCp (1.5 equiv) at 20°C for 12 h; elem. anal.;	A 80% B n/a

...Expand

: trans-{Ni(2,4,6-C6H2Me3)Br(PMe3)2}

: sodium cyclopentadienide

A: {(η5-C5H5)Ni(2,4,6-C6H2Me3)(PMe3)}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In not given byproducts: NaBr; N2 atmosphere; react. of Ni-complex with excess of NaCp (1.5 equiv) at 20°C for 12 h; elem. anal.;	A 80% B n/a

...Expand

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

: 624-49-7
dimethylfumarate

A: {indenyl(trimethylphosphane)2(fumaric acid dimethylester)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether addn. of fumaric acid dimethylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), chromy. on Al2O3, elution with ether-pentane, concn. (vac.), filtn., washing with pentane and drying (vac.); elem. anal.;	A 80% B n/a

...Expand

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

: 624-49-7
dimethylfumarate

A: {trifluoromethylcyclopentadienyl(trimethylphosphane)2(fumaric acid dimethylester)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether addn. of fumaric acid dimethylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), chromy. on Al2O3, elution with ether-pentane, concn. (vac.), filtn., washing with pentane and drying (vac.); elem. anal.;	A 78% B n/a

...Expand

: 87640-52-6
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

: 1631-83-0
diphenylsilyl chloride

A: 75-76-3
tetramethylsilane

B: (η5-C5Me5)(PMe3)ruthenium{Si(phenyl)2Cl}2H

C: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In inert atmosphere, heating of Ru-complex with HSi(Ph2Cl)3 (110°C, 16 h, closed vessel, stirring), periodic pumping to remove PMe3.; Cooling to room temp., addn. of pentane, cooling (-78°C, 6 h), filtn. of pale yellow crystals, washing (pentane, -78°C), drying in vac, elem. anal.;	A n/a B 78% C n/a

...Expand

: chlorodimethyloxobis(trimethylphosphine)rhenium(V)

: 23936-60-9
1,2-bis(dimethylphosphanyl)ethane

: chlorodimethyloxo(bis(dimethylphosphino)ethane)rhenium(V)

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In toluene N2 or Ar atmosphere of vac.; stirring (1 h); filtn., concn. (vac.), cooling (-20°C); elem. anal.;	A 76% B n/a

...Expand

: 1730-25-2
allylmagnesium bromide

: (η5-pentamethylcyclopentadienyl)(PMe3)Fe(C3H5)

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether inert atmosphere; -78°C, then room temp., stirring 15 min.; evapn. (vac.), drying, extn. (petroleum ether), partial evapn. of filtrate, crystn. (-78°C), collection (filtration), drying (vac.); elem. anal.;	A 76% B n/a

: 119998-04-8
trans-MoCl(NO)(PMe3)4

: 119998-14-0
MoCl(η3-S2CPMe3)(NO)(PMe3)2

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
With CS2 In tetrahydrofuran Ar or N2 atmosphere; addn. of 1.4 equiv of CS2 to a soln. of Mo-complex, stirring (24 h at room temp.), pptn.; collection (filtration), washing (Et2O), crystn. (CHCl3), -30°C;	A 75% B n/a

: {AgNO3(trimethylphosphine)}

: 17356-08-0
thiourea

: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In water heating an aq. soln. of the Ag compound with a concd. soln. of thiourea with N2 bubbling through the soln.;	75%

: bis(trimethylphosphine)(η5-trifluoromethylcyclopentadienyl)cobalt

: 292638-85-8
acrylic acid methyl ester

A: {trifluoromethylcyclopentadienyl(trimethylphosphane)(acrylic acid methylester)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In hexane addn. of acrylic acid methylester to the Co compd. in hexane under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.;	A 73% B n/a
In diethyl ether addn. of acrylic acid methylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.;	A 73% B n/a

...Expand

: bis(trimethylphosphine)(eta.5-indenyl)cobalt

: 107-13-1
acrylonitrile

A: {indenyl(trimethylphosphane)2(acrylonitrile)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether addn. of acrylonitrile to the Co compd. in ether under Ar and stirring at room temp. for 1 h; evapn. (vac.), dissolving in ether-hexane, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with pentane and drying (vac.); elem. anal.; exo-endo-mixture, identified by (1)H-NMR;	A 73% B n/a

...Expand

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

: 107-13-1
acrylonitrile

A: {cyclopentadienyl(trimethylphosphane)2(acrylonitrile)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether addn. of acrylonitrile to the Co compd. in ether under Ar and stirring at room temp. for 1 h; evapn. (vac.), dissolving in ether-hexane, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with pentane and drying (vac.); elem. anal.; exo-endo-mixture, identified by (1)H- and (13)C-NMR;	A 72% B n/a

...Expand

: 28069-69-4
tetrakis(trimethylphosphine)nickel(0)

: 103-72-0
phenyl isothiocyanate

A: [nickel(trimethylphosphine)3(η2-SCNPh)]

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In diethyl ether at 0 - 20℃; for 24h; Inert atmosphere; Schlenk technique;	A 72% B n/a

...Expand

: 83828-53-9
MoCl2(CO)2{P(CH3)3}3

: 140-92-1
potassium isopropylxanthate

A: 125841-34-1
Mo(η3-(S,S',C)S2CO-i-Pr)2(CO)(trimethylphosphine)2

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: CO, KCl; N2 or Ar atmosphere; stirring (2 h, room temp.); evapn. (vac.), extn. (petroleum ether/Et2O 1:1), centrifugation and cooling (-35°C); elem. anal.;	A 70% B n/a

...Expand

: 108-31-6
maleic anhydride

: (cyclopentadienyl)bis(trimethylphosphine)cobalt

A: {cyclopentadienyl(trimethylphosphane)2(maleic anhydride)cobalt}

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
In benzene addn. of maleic anhydride to the Co compd. in benzene under Ar and stirring at room temp. for 30 min; evapn. (vac.), washing with hexane, recrystn. from acetone-hexane, filtn., washing with ether and pentane and drying (vac.); elem. anal.;	A 70% B n/a

...Expand

: 84879-23-2
trans-{W(ethylene)2(P(CH3)3)4}

A: 122214-24-8
{WH(OOCCHCH2)(C2H4)(P(CH3)3)2}2*0.5(C2H5)2O

B: 594-09-2
trimethylphosphane

Conditions

Conditions	Yield
With CO2 In diethyl ether under N2; reacting ethene complex with CO2, 20°C, 1 atm, 30 min; filtering off ppt., 2nd crop from mother liquor by cooling to -20°C overnight; elem. anal.;	A 65% B n/a

: 629-03-8
1 ,6-dibromohexane

: 594-09-2
trimethylphosphane

: 72385-53-6
(6-Bromhexyl)trimethylphosphoniumbromid

Conditions

Conditions	Yield
In toluene for 72h; Ambient temperature;	100%

: 106-95-6
allyl bromide

: 594-09-2
trimethylphosphane

: 41301-43-3
trimethyl-2-propen-1-ylphosphonium bromide

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	100%
In diethyl ether Ambient temperature;
In toluene at 20℃; Inert atmosphere;
In dichloromethane for 12h; Inert atmosphere;

: 1765-40-8
(bromomethyl)pentafluorobenzene

: 594-09-2
trimethylphosphane

: 80431-31-8
Trimethyl<(pentafluorphenyl)methyl>phosphoniumbromid

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 1h;	100%

: 16355-92-3
1,10-diiododecane

: 594-09-2
trimethylphosphane

: 138730-46-8
(10-Iodo-decyl)-trimethyl-phosphonium; iodide

Conditions

Conditions	Yield
In toluene for 72h; Ambient temperature;	100%

: 5055-11-8
(2-chloroethyl)diphenylphosphane

: 594-09-2
trimethylphosphane

: 138710-61-9
(2-Diphenylphosphanyl-ethyl)-trimethyl-phosphonium; chloride

Conditions

Conditions	Yield
In toluene for 72h; Heating;	100%

: 57137-55-0
3-(diphenylphosphino)propyl chloride

: 594-09-2
trimethylphosphane

: 170125-48-1
(3-Diphenylphosphanyl-propyl)-trimethyl-phosphonium; chloride

Conditions

Conditions	Yield
In toluene for 72h; Heating;	100%

: 89094-99-5
Phosphoric acid (E)-2-chloro-1-chloromethyl-vinyl ester diethyl ester

: 594-09-2
trimethylphosphane

: 120115-73-3
O,O-diethyl α-(trimethylphosphoniummethyl)-β-chlorovinyl phosphate chloride

Conditions

Conditions	Yield
at 0℃; for 2h;	100%
In diethyl ether for 12h; Ambient temperature; Yield given;

: C16H31PSi

: 594-09-2
trimethylphosphane

: C19H40P2Si

Conditions

Conditions	Yield
In pentane at 0℃; Addition;	100%

: (η5-C5H5){P(OMe)3}2MoCPh

: 594-09-2
trimethylphosphane

: {(η5-C5H5)(PMe3)2(Cl)MoCPh}Cl

Conditions

Conditions	Yield
In dichloromethane Irradiation (UV/VIS);	100%
In chloroform Irradiation (UV/VIS);	100%
In chloroform Irradiation (UV/VIS); addn. of PMe3 to the Mo compd. in CHCl3 and irradiation (Hanovia medium pressure mercury vapor lamp) for 30 min at room temp.; evapn. (vac.), dissolving in CH2Cl2 and pptn. with hexane; elem. anal.;	60%

: Ir(C4(COOCH3)4)(C(CH2)3O){P(C6H5)3}2(CO)(1+)*BF4(1-)=Ir(C4(COOCH3)4)(C(CH2)3O){P(C6H5)3}2(CO)BF4

: 594-09-2
trimethylphosphane

: Ir(C3H3O2)4{P(C6H5)3}2(CO)(CCHCH2CH2O)

Conditions

Conditions	Yield
In acetone cooled to -76°C, stirred at 23°C for 3h; filtered; NMR, IR, elem. anal.;	100%

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

: 594-09-2
trimethylphosphane

: 16027-45-5
cis-bis(trimethylphosphine)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

: 1271-19-8
bis(cyclopentadienyl)titanium dichloride

: 594-09-2
trimethylphosphane

: bis(cyclopentadienyl)bis(trimethylphosphane)titanium(II)

Conditions

Conditions	Yield
With Mg In tetrahydrofuran addn. of Mg (177 mmol) and P(CH3)3 (200 mmol) to soln. of ((C5H5)2TiCl2) (40.2 mmol) in THF under Ar; stirring for 20 h;; evapg. solvent at 1E-2 bar; extg. residue with pentane; crystn. at -78°C; elem. anal.;;	100%
With n-C4H9Li In tetrahydrofuran byproducts: LiCl, C4H8, C4H10; (Ar); to soln. of Ti complex was dropped hexane soln. of BuLi at -78°C within 0,5 h and stirred for 0,5 h, then was added PMe3, soln. was allowed to warm up to room temp. within 8 h and volatiles were removed at 0,1 Torr; pentane soln. of residue was filtered and filtrate cooled to -20°C, black crystals pptd., which were filtered off and dried at 0,01 Torr; elem. anal.;	90%
With Na#Hg In diethyl ether byproducts: NaCl; (Ar); a suspn. of Ti complex in a soln. of ligand added slowly to Na amalgam, stirred for 12 h; filtered, evapd. (Ar);	66%

: 36223-69-5
cis-bis{(trimethylsilyl)methyl}(1,5-cyclooctadiene)platinum(II)

: 594-09-2
trimethylphosphane

: cis-bis(trimethylsilylmethyl)bis(trimethylphosphine)platinum(II)

Conditions

Conditions	Yield
In toluene under Ar, heated to 60°C for 14 days; removal of solvent in vacuo, addn. of n-hexane, cooled to -25°C; elem. anal.;	100%

: bis(ethenyldimethylsilylmethyl)(cod)Pt(II)

: 594-09-2
trimethylphosphane

: cis-bis(sila-neohexenyl)-bis-(trimethylphosphine)platinum(II)

Conditions

Conditions	Yield
In benzene (under N2 or Ar) addn. of P-compd. to Pt-complex in benzene at room temp., standing overnight (ambient temp.); solvent removal (vac.); elem. anal.;	100%

: {(Rh(η5-pentamethylcyclopentadienyl)Br2)2}

: 594-09-2
trimethylphosphane

: (η5-C5Me5)Rh{PMe3}Br2

Conditions

Conditions	Yield
In dichloromethane PMe3 was condensed into a flask with complex and CH2Cl2 at -196°C, the mixt. was warmed to 25°C and stirred for 10 min;; recrystd. from CH2Cl2-hexane;;	100%

: 128205-88-9
{(η4-2-methyl-1,3-pentadiene)cobalt(carbonyl)3} tetrafluoroborate

: 594-09-2
trimethylphosphane

: anti-{(η3-1-trimethylphosphonium-2-methyl-2-pentenyl)cobalt(carbonyl)3} tetrafluoroborate

Conditions

Conditions	Yield
In nitromethane addn. of the Co complex to CH3NO2 at 0°C, stirring to complete dissoln., dropwise addn. of PMe3 in CH3NO2 and react. for 10-15 min; addn. of Et2O, removing the solvent using cannula and drying (vac.);	100%

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

: 594-09-2
trimethylphosphane

: cyclopentadienylmolybdenum(III)(PMe3)2Cl2

Conditions

Conditions	Yield
In dichloromethane byproducts: P(C6H5)3; mixing of the Mo compd. with the free phosphine (molar ratio 2.6:1) in CH2Cl2;;	100%

: C5H5V(CO)2(HCCH)

: 594-09-2
trimethylphosphane

: C5H5V(CO)(P(CH3)3)(HCCH)

Conditions

Conditions	Yield
In pentane a solution of the alkyne-complex was cooled to -78°C; Me3P was added; standing over dry ice overnight; evaporation to dryness; dried in high vacuum;	100%

: 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

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: C5H5V(CO)2(CH3CCCH3)

: 594-09-2
trimethylphosphane

: C5H5V(CO)(P(CH3)3)(CH3CCCH3)

Conditions

Conditions	Yield
In pentane a solution of the alkyne-complex was cooled to -78°C; Me3P was added; standing over dry ice overnight; evaporation to dryness; dried in high vacuum;	100%

: C5H5V(CO)2((CH3)3SiCCSi(CH3)3)

: 594-09-2
trimethylphosphane

: C5H5V(CO)(P(CH3)3)((CH3)3SiCCSi(CH3)3)

Conditions

Conditions	Yield
In pentane a solution of the alkyne-complex was cooled to -78°C; Me3P was added; standing over dry ice overnight; evaporation to dryness; dried in high vacuum;	100%

: C5H5V(CO)2(HCCC6H5)

: 594-09-2
trimethylphosphane

: C5H5V(CO)(P(CH3)3)(HCCC6H5)

Conditions

Conditions	Yield
In pentane a solution of the alkyne-complex was cooled to -78°C; Me3P was added; standing over dry ice overnight; evaporation to dryness; dried in high vacuum;	100%

: C5H5V(CO)2(C6H5CCC6H5)

: 594-09-2
trimethylphosphane

: C5H5V(CO)(P(CH3)3)(H5C6CCC6H5)

Conditions

Conditions	Yield
In pentane a solution of the alkyne-complex was cooled to -78°C; Me3P was added; standing over dry ice overnight; evaporation to dryness; dried in high vacuum;	100%

: (η5-C5H5)(CO)(NO)ReCH3

: 594-09-2
trimethylphosphane

: Re(C5H5)(CO)(NO)(CH3)(P(CH3)3)2

Conditions

Conditions	Yield
In hexane evapd.;	100%
In benzene-d6 under N2, soln. of educts in C6D6 heated at 51°C for 30 min; not isolated; detected by NMR;
In [(2)H6]acetone in NMR tube at room temp.;

: 67538-15-2
3-(NNN'N'-tetramethylethylenediamine)-1,2-dicarba-3-palladadodecaborane

: 594-09-2
trimethylphosphane

: 67538-14-1
3,3-bis(trimethylphosphine)-1,2-dicarba-3-palladadodecaborane

Conditions

Conditions	Yield
In dichloromethane PMe3 passed into soln. of Pd complex in CH2Cl2; added hexane, filtered, washed with Et2O/acetone, dried in vac.; elem. anal.;	100%

: (cyclopentadienyl)(carbonyl)(C8H6(C6H5))ruthenium

: 594-09-2
trimethylphosphane

: (cyclopentadienyl)(carbonyl)(C8H6(C6H5)(PMe3))ruthenium

Conditions

Conditions	Yield
In benzene-d6 under N2; to Ru compd. in C6D6 addn. of PMe3 at room temp.; monitored by NMR; evapn. of solvent; elem. anal.;	100%

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

: 594-09-2
trimethylphosphane

: cyclopentadienylmolybdenum(III)(PMe3)2Cl2

B: 554-70-1
triethylphosphine

Conditions

Conditions	Yield
In dichloromethane mixing of the Mo compd. with the free phosphine (molar ratio 4.5:1) in CH2Cl2;;	A 100% B n/a
In toluene mixing of the Mo compd. with the free phosphine (molar ratio 2.1:1) in toluene;;	A 100% B n/a

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

: 594-09-2
trimethylphosphane

: cyclopentadienylmolybdenum(III)(PMe3)2Cl2

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

Conditions

Conditions	Yield
In toluene mixing of the Mo compd. with the free phosphine (molar ratio 2.1:1) in toluene;;	A 100% B n/a

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: {Cp(PMe2Ph)2molybdenum(III) dichloride}

: 594-09-2
trimethylphosphane

: cyclopentadienylmolybdenum(III)(PMe3)2Cl2

B: 672-66-2
Dimethyl(phenyl)phosphine

Conditions

Conditions	Yield
In toluene mixing of the Mo compd. with the free phosphine (molar ratio 2.2:1) in toluene;;	A 100% B n/a

...Expand

: t-butylaminotetraisopropoxy(phenylimido)tungsten(VI)

: 594-09-2
trimethylphosphane

: 97225-94-0
tetra-iso-propoxy(phenylimido)trimethylphosphinetungsten(VI)

Conditions

Conditions	Yield
In petroleum ether PMe3 is added to soln. of W(NPh)(NH2CMe3)(OCHMe2)4 in petroleum ether and mixt. is stirred for 3 h; soln. is filtered, solvent removed;	100%

Trimethylphosphine Specification

The systematic name of this chemical is trimethylphosphane. With the CAS registry number 594-09-2, it is also named as phosphine, trimethyl-. The product's categories are Catalysis and Inorganic Chemistry; Phosphine Ligands; Phosphorus Compounds. It is colorless liquid with a strongly unpleasant odour, which is sensitive to air and moisture. What's more, this chemical is highly flammable, so people should keep it away from sources of ignition. When heated to decomposition it emits toxic fumes of PO_x. Additionally, it also be kept in a well-ventilated place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.82; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.82; (4)ACD/LogD (pH 7.4): 0.82; (5)ACD/BCF (pH 5.5): 2.46; (6)ACD/BCF (pH 7.4): 2.46; (7)ACD/KOC (pH 5.5): 66.35; (8)ACD/KOC (pH 7.4): 66.35; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 13.59 Å²; (13)Enthalpy of Vaporization: 27.32 kJ/mol; (14)Boiling Point: 40.5 °C at 760 mmHg; (15)Vapour Pressure: 434 mmHg at 25°C.

Preparation of Trimethylphosphine: It can be obtained by using Grignard reagents: 3 CH₃MgBr + P(OC₆H₅)₃ → P(CH₃)₃ + 3 MgBrOC₆H₅. The synthesis is conducted in dibutyl ether, from which the more volatile PMe₃ can be distilled.

Uses of Trimethylphosphine: It is used in the preparation of organic phosphorus compounds and frequently-used phosphine ligand. It is also a highly basic ligand that forms complexes with most metals. In addition, it can react with bromomethyl-benzene to get benzyl-trimethyl-phosphonium; bromide. This reaction needs solvent ethanol. The reaction time is 2 days. The yield is 93%.

When you are using this chemical, please be cautious about it as the following:
It is not only irritating to eyes, respiratory system and skin, but also may cause lung damage if swallowed. It also has danger of serious damage to health by prolonged exposure. Vapours may cause drowsiness and dizziness. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Take precautionary measures against static discharges. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.

People can use the following data to convert to the molecule structure.
1. SMILES:P(C)(C)C
2. InChI:InChI=1/C3H9P/c1-4(2)3/h1-3H3
3. InChIKey:YWWDBCBWQNCYNR-UHFFFAOYAT

Product Name

Trimethylphosphine

Synthetic route

Trimethylphosphine Specification

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