Product Name

  • Name

    Tributylphosphine

  • EINECS 213-651-2
  • CAS No. 998-40-3
  • Article Data94
  • CAS DataBase
  • Density 0.81 g/mL at 25 °C(lit.)
  • Solubility Insoluble in water. Miscible with ether, methanol, ethanol and benzene.
  • Melting Point -65 °C
  • Formula C12H27P
  • Boiling Point 244.8 °C at 760 mmHg
  • Molecular Weight 202.32
  • Flash Point 112.2 °C
  • Transport Information UN 3254
  • Appearance colourless liquid
  • Safety 41-36/37/39-26-16-45-43-17-5
  • Risk Codes 36/38-34-21/22-17-11-37
  • Molecular Structure Molecular Structure of 998-40-3 (Tributylphosphine)
  • Hazard Symbols CorrosiveC; FlammableF; IrritantXi
  • Synonyms Phosphine, tributyl-;Tributylfosfin;Tri-n-butylphosphine;
  • PSA 13.59000
  • LogP 4.86860

Synthetic route

tri(n-butyl)phosphine borane

tri(n-butyl)phosphine borane

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With methanol; 4 A molecular sieve In 1,4-dioxane at 115℃; for 28h;100%
n-Butyl chloride
109-69-3

n-Butyl chloride

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
Stage #1: n-Butyl chloride With magnesium; methyl iodide In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 40 - 50℃; for 2.7h; Inert atmosphere;
Stage #2: With phosphorus trichloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5℃; for 4h; Temperature; Inert atmosphere;
90.3%
(2,2'-bipyridyl)(1,5-cyclooctadiene)nickel
55425-72-4

(2,2'-bipyridyl)(1,5-cyclooctadiene)nickel

chlorosulfite de methyle
13165-72-5

chlorosulfite de methyle

A

(bipy)Ni(Cl)(metallasulfinat-Me)
121837-93-2

(bipy)Ni(Cl)(metallasulfinat-Me)

B

tributylphosphine
998-40-3

tributylphosphine

C

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
In tetrahydrofuran inert atmosphere; cooling soln. of Ni-compd. (-78°C), addn. of org. compd., stirring (room temp.); filtn., washing (hexane), drying; elem. anal.;A 83%
B n/a
C n/a
tributyl(methylthio)phosphonium trifluoromethanesulfonate
72315-65-2

tributyl(methylthio)phosphonium trifluoromethanesulfonate

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With Hexamethylphosphorous triamide In dichloromethane80%
Tributylphosphine oxide
814-29-9

Tributylphosphine oxide

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With phenylsilane In benzene-d6 at 100℃; for 6h; Kinetics; Temperature; Time; Solvent; Inert atmosphere; Sealed tube;72%
Stage #1: Tributylphosphine oxide With [Fe(CO)(1,3-bis(diphenylphosphino)propane)H(NO)]; phenylsilane; N-ethyl-N,N-diisopropylamine In toluene at 100℃; for 18h; Schlenk technique;
Stage #2: With sodium hydroxide In methanol; water; toluene at 20℃; for 1h; Schlenk technique; chemoselective reaction;
55%
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 10h;
1-bromo-butane
109-65-9

1-bromo-butane

A

tributylphosphine
998-40-3

tributylphosphine

B

Tributylphosphine oxide
814-29-9

Tributylphosphine oxide

Conditions
ConditionsYield
With phosphorous; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide at 50℃; Electrochemical reaction; Mg anode;A 11%
B 55%
With phosphorous In N,N-dimethyl-formamide Electrochemical reaction; Mg anode;A 11%
B 55%
With phosphorus; potassium hydroxide; hydrazine hydrate; N-benzyl-N,N,N-triethylammonium chloride In toluene at 80 - 85℃; for 5h;A 6%
B 31%
tri-n-butyl(ethoxycarbonylmethylene)phosphorane
17343-82-7

tri-n-butyl(ethoxycarbonylmethylene)phosphorane

A

tributylphosphine
998-40-3

tributylphosphine

B

Tributylphosphine oxide
814-29-9

Tributylphosphine oxide

C

diethyl Fumarate
623-91-6

diethyl Fumarate

Conditions
ConditionsYield
With water; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate In tetrahydrofuran -30 deg C, 30 min; -30 deg C to RT;A n/a
B n/a
C 48%
(Bu3P)2Ni(cyclo-octa-1,5-diene)
51266-28-5

(Bu3P)2Ni(cyclo-octa-1,5-diene)

dimethylamino sulfonyl chloride
13360-57-1

dimethylamino sulfonyl chloride

A

Ni(sulfinato-O,O'-NMe2)2

Ni(sulfinato-O,O'-NMe2)2

B

tributylphosphine
998-40-3

tributylphosphine

C

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
In tetrahydrofuran inert atmosphere; cooling soln. of Ni-compd. (-78°C), addn. of sulfonyl chloride, stirring (room temp.); filtn., washing (THF), drying; elem. anal.;A 40%
B n/a
C n/a
(Bu3P)2Ni(cyclo-octa-1,5-diene)
51266-28-5

(Bu3P)2Ni(cyclo-octa-1,5-diene)

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

A

Ni(sulfinato-O,O'-Ph)2

Ni(sulfinato-O,O'-Ph)2

B

tributylphosphine
998-40-3

tributylphosphine

C

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
In tetrahydrofuran inert atmosphere; cooling soln. of Ni-compd. (-78°C), addn. of sulfonyl chloride, stirring (room temp.); filtn., washing (THF), drying; elem. anal.;A 39%
B n/a
C n/a
(Bu3P)2Ni(cyclo-octa-1,5-diene)
51266-28-5

(Bu3P)2Ni(cyclo-octa-1,5-diene)

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

A

Ni(sulfinato-O,O'-Me)2

Ni(sulfinato-O,O'-Me)2

B

tributylphosphine
998-40-3

tributylphosphine

C

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
In tetrahydrofuran inert atmosphere; cooling soln. of Ni-compd. (-78°C), addn. of sulfonyl chloride, stirring (room temp.); filtn., washing (THF), drying; elem. anal.;A 36%
B n/a
C n/a
tributyl(4-ethoxy-3-methyl-4-oxobut-1-en-2-yl)phosphonium trifluoroacetate
1332456-13-9

tributyl(4-ethoxy-3-methyl-4-oxobut-1-en-2-yl)phosphonium trifluoroacetate

Dimethyl(phenyl)phosphine
672-66-2

Dimethyl(phenyl)phosphine

A

tributylphosphine
998-40-3

tributylphosphine

B

C2F3O2(1-)*C15H22O2P(1+)
1332456-56-0

C2F3O2(1-)*C15H22O2P(1+)

C

C2F3O2(1-)*C15H22O2P(1+)

C2F3O2(1-)*C15H22O2P(1+)

D

C2F3O2(1-)*C19H38O2P(1+)

C2F3O2(1-)*C19H38O2P(1+)

E

C2F3O2(1-)*C19H38O2P(1+)
1332456-55-9

C2F3O2(1-)*C19H38O2P(1+)

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform-d1 at 20℃; for 1h; optical yield given as %de;A 26%
B n/a
C n/a
D 35%
E 8%
(Bu3P)2Ni(cyclo-octa-1,5-diene)
51266-28-5

(Bu3P)2Ni(cyclo-octa-1,5-diene)

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

Ni(sulfinato-O,O'-p-Tol)2

Ni(sulfinato-O,O'-p-Tol)2

B

tributylphosphine
998-40-3

tributylphosphine

C

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
In tetrahydrofuran inert atmosphere; cooling soln. of Ni-compd. (-78°C), addn. of sulfonyl chloride, stirring (room temp.); filtn., washing (THF), drying; elem. anal.;A 33%
B n/a
C n/a
(N,N,N',N'-tetramethylethylenediamine)Ni(1,5-cyclooctadiene)
121719-01-5

(N,N,N',N'-tetramethylethylenediamine)Ni(1,5-cyclooctadiene)

chlorosulfite de methyle
13165-72-5

chlorosulfite de methyle

A

(TMED)Ni(Cl)(metallasulfinat-Me)
121986-10-5

(TMED)Ni(Cl)(metallasulfinat-Me)

B

tributylphosphine
998-40-3

tributylphosphine

C

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
In tetrahydrofuran inert atmosphere; cooling soln. of Ni-compd. (-78°C), addn. of org. compd., stirring (room temp.); filtn., pptn. on addn. of hexane, washing, drying; elem. anal.;A 4%
B n/a
C n/a
1-butylene
106-98-9

1-butylene

di-tert-butyl peroxide
110-05-4

di-tert-butyl peroxide

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With phosphan
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With phosphorus trichloride
With diethyl ether; phosphorus trichloride at 0℃; zum Schluss auf dem Wasserbad;
diethyl ether
60-29-7

diethyl ether

tributylphosphine-carbon disulfide adduct
58758-29-5

tributylphosphine-carbon disulfide adduct

A

carbon disulfide
75-15-0

carbon disulfide

B

tributylphosphine
998-40-3

tributylphosphine

ethanol
64-17-5

ethanol

tributylphosphine-carbon disulfide adduct
58758-29-5

tributylphosphine-carbon disulfide adduct

A

carbon disulfide
75-15-0

carbon disulfide

B

tributylphosphine
998-40-3

tributylphosphine

butyl magnesium bromide
693-04-9

butyl magnesium bromide

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With phosphorus trichloride
α-Tri-n-butylphosphonium-phenylisothiocyanat
53130-29-3

α-Tri-n-butylphosphonium-phenylisothiocyanat

A

tributylphosphine
998-40-3

tributylphosphine

B

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
In acetone at 24℃; Equilibrium constant; other solvents;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

tri(n-butyl)(methyltelluro)phosphoniumiodid

tri(n-butyl)(methyltelluro)phosphoniumiodid

A

dibutyl telluride
38788-38-4

dibutyl telluride

B

tributylphosphine
998-40-3

tributylphosphine

tri-n-butylphosphine sulfide
3084-50-2

tri-n-butylphosphine sulfide

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
With ammonia; sodium at -78℃; for 3h;100 % Chromat.
With [AlH3(triethylamine)] In hexane at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;92 %Chromat.
Dimethyl(phenyl)phosphine
672-66-2

Dimethyl(phenyl)phosphine

A

tributylphosphine
998-40-3

tributylphosphine

B

W2Cl4(PBu3)3(PMe2Ph)

W2Cl4(PBu3)3(PMe2Ph)

Conditions
ConditionsYield
With W2Cl4(PBu3)4 In (2)H8-toluene Thermodynamic data; ΔH(excit.); ΔS(excit.);
1-butylene
106-98-9

1-butylene

phosphine

phosphine

A

n-butylphosphine
1732-74-7

n-butylphosphine

B

di-n-butylphosphine
1732-72-5

di-n-butylphosphine

C

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
at 25℃; UV-Licht.Irradiation;
1-butylene
106-98-9

1-butylene

di-tert-butyl peroxide
110-05-4

di-tert-butyl peroxide

phosphine

phosphine

A

n-butylphosphine
1732-74-7

n-butylphosphine

B

di-n-butylphosphine
1732-72-5

di-n-butylphosphine

C

tributylphosphine
998-40-3

tributylphosphine

Conditions
ConditionsYield
at 122℃;
trimethylphosphane
594-09-2

trimethylphosphane

A

tributylphosphine
998-40-3

tributylphosphine

B

W2Cl4(PBu3)3(PMe3)

W2Cl4(PBu3)3(PMe3)

Conditions
ConditionsYield
With W2Cl4(PBu3)4 In (2)H8-toluene Thermodynamic data; ΔH(excit.); ΔS(excit.);
1-bromo-butane
109-65-9

1-bromo-butane

disodium-compound of butyl phosphine

disodium-compound of butyl phosphine

tributylphosphine
998-40-3

tributylphosphine

1-bromo-butane
109-65-9

1-bromo-butane

sodium-compound of dibutyl phosphine

sodium-compound of dibutyl phosphine

tributylphosphine
998-40-3

tributylphosphine

carbon monoxide
201230-82-2

carbon monoxide

A

tributylphosphine
998-40-3

tributylphosphine

B

<(OC)4Mn(μ-PEt2)2Mn(CO)4>

<(OC)4Mn(μ-PEt2)2Mn(CO)4>

Conditions
ConditionsYield
With <(OC)4Mn(μ-PEt2)2Mn(CO)3(PnBu3)> In decalin at 100℃; under 832.6 Torr; Equilibrium constant; var. temp.;
1-butylene
106-98-9

1-butylene

A

tributylphosphine
998-40-3

tributylphosphine

B

dibutylphosphine;butylphosphine

dibutylphosphine;butylphosphine

Conditions
ConditionsYield
With phosphan Irradiation.UV-Bestrahlung;
tributylphosphine
998-40-3

tributylphosphine

Tributylphosphine oxide
814-29-9

Tributylphosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane; water at 20℃; for 3h; Glovebox; Inert atmosphere;100%
With polymeric complex of oxodiperoxochromium(VI) compound and pyrazine (Pyz-CrO5)n In dichloromethane for 0.15h; Ambient temperature;99%
With n-butyllithium; dinitrogen monoxide; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In hexane; toluene at 20℃; under 760 Torr; for 0.5h; Oxidation;98%
2-bromomethyl-1,3-dioxolane
4360-63-8

2-bromomethyl-1,3-dioxolane

tributylphosphine
998-40-3

tributylphosphine

(1,3-dioxolan-2-ylmethyl)tributylphosphonium bromide
115754-62-6

(1,3-dioxolan-2-ylmethyl)tributylphosphonium bromide

Conditions
ConditionsYield
at 90℃; for 96h;100%
at 90℃; for 72h; Yield given;
tributylphosphine
998-40-3

tributylphosphine

1-chloromethyl-1H-1,2,4-triazole
84387-62-2

1-chloromethyl-1H-1,2,4-triazole

1H-1,2,4-triazol-1-yl-methyl-tri-n-butylphosphoniumchlorid

1H-1,2,4-triazol-1-yl-methyl-tri-n-butylphosphoniumchlorid

Conditions
ConditionsYield
In acetonitrile for 16h; Heating;100%
tributylphosphine
998-40-3

tributylphosphine

[(R)-3-(4-Bromomethyl-oxazol-2-yl)-butyl]-carbamic acid tert-butyl ester
139462-37-6

[(R)-3-(4-Bromomethyl-oxazol-2-yl)-butyl]-carbamic acid tert-butyl ester

[2-((R)-3-tert-Butoxycarbonylamino-1-methyl-propyl)-oxazol-4-ylmethyl]-tributyl-phosphonium; bromide
139461-92-0

[2-((R)-3-tert-Butoxycarbonylamino-1-methyl-propyl)-oxazol-4-ylmethyl]-tributyl-phosphonium; bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃;100%
tributylphosphine
998-40-3

tributylphosphine

tri-n-butylphosphine selenide
39181-26-5

tri-n-butylphosphine selenide

Conditions
ConditionsYield
With 4-phenyl-1,2,3-selenadiazole In benzene at 20℃; for 1h;100%
With selenium In toluene for 0.5h; Heating; Yield given;
With diphenyl diselenide; palladium diacetate for 0.25h; microwave irradiation;
tributylphosphine
998-40-3

tributylphosphine

methyl (E)-5-bromo-2-<(E)-ethylidene>-4-methylpent-3-enoate
204378-94-9

methyl (E)-5-bromo-2-<(E)-ethylidene>-4-methylpent-3-enoate

tributyl-<(2E,4E)-4-methoxycarbonyl-2-methylhexa-2,4-dienyl>phosphonium bromide

tributyl-<(2E,4E)-4-methoxycarbonyl-2-methylhexa-2,4-dienyl>phosphonium bromide

Conditions
ConditionsYield
In acetonitrile Heating;100%
In acetonitrile for 0.333333h; Heating; Yield given;
tributylphosphine
998-40-3

tributylphosphine

[(E)-(1R,2R)-5-Bromo-1-((S)-sec-butyl)-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

[(E)-(1R,2R)-5-Bromo-1-((S)-sec-butyl)-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

Tributyl-[(E)-(4R,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-oct-2-enyl]-phosphonium; bromide

Tributyl-[(E)-(4R,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-oct-2-enyl]-phosphonium; bromide

Conditions
ConditionsYield
In acetonitrile at 0℃; for 13h;100%
tributylphosphine
998-40-3

tributylphosphine

4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-chloromethyl-oxazole
380909-81-9

4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-chloromethyl-oxazole

Tributyl-[4-((2R,4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-ylmethyl]-phosphonium; chloride

Tributyl-[4-((2R,4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-ylmethyl]-phosphonium; chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 16h;100%
93%
tributylphosphine
998-40-3

tributylphosphine

2-chlorodimethylmalonate
28868-76-0

2-chlorodimethylmalonate

di(methoxycarbonyl)methylene tri-n-butylphosphorane

di(methoxycarbonyl)methylene tri-n-butylphosphorane

Conditions
ConditionsYield
Stage #1: tributylphosphine; 2-chlorodimethylmalonate In tetrahydrofuran at 20℃; for 0.0333333h; Argon atmosphere;
Stage #2: With triethylamine In tetrahydrofuran for 1h; Argon atmosphere;
100%
With triethylamine In ethyl acetate at 20℃; for 1h;98.6%
tributylphosphine
998-40-3

tributylphosphine

benzyltrimethylammonium chloride
56-93-9

benzyltrimethylammonium chloride

tributylbenzylphosphonium chloride
1224-56-2

tributylbenzylphosphonium chloride

Conditions
ConditionsYield
at 100℃; for 0.166667h; Irradiation;100%
tributylphosphine
998-40-3

tributylphosphine

dimethyl sulfate
77-78-1

dimethyl sulfate

tributyl(methyl)phosphonium methylsulfate

tributyl(methyl)phosphonium methylsulfate

Conditions
ConditionsYield
at 20 - 150℃; for 11h;100%
diethyl sulfate
64-67-5

diethyl sulfate

tributylphosphine
998-40-3

tributylphosphine

tri-(n-butyl)ethylphosphonium ethylsulfate

tri-(n-butyl)ethylphosphonium ethylsulfate

Conditions
ConditionsYield
at 60 - 150℃; for 7h;100%
dimethyloxonium tris(trifluoromethyl)borate
874817-67-1

dimethyloxonium tris(trifluoromethyl)borate

tributylphosphine
998-40-3

tributylphosphine

tri(n-butyl)methylphosphonium methoxytris(trifluoromethyl)borate

tri(n-butyl)methylphosphonium methoxytris(trifluoromethyl)borate

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In dichloromethane at 20℃;100%
tributylphosphine
998-40-3

tributylphosphine

chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

Cr(CO)5(P(n-Bu)3)
18497-59-1

Cr(CO)5(P(n-Bu)3)

Conditions
ConditionsYield
In diethylene glycol dimethyl ether mole ratio of educts 1.1, in boiling diglyme;;100%
In diethylene glycol dimethyl ether mole ratio of educts 1.1, in boiling diglyme;;100%
In decalin Kinetics; at 130.7 °C;
Hg(P(C4H9)3)2(2+)*2ClO4(1-) = Hg(P(C4H9)3)2(ClO4)2

Hg(P(C4H9)3)2(2+)*2ClO4(1-) = Hg(P(C4H9)3)2(ClO4)2

tributylphosphine
998-40-3

tributylphosphine

mercury bis(phenyltellurolate)
97671-41-5

mercury bis(phenyltellurolate)

{(μ-TePh)6Hg4(P(C4H9)3)4}(ClO4)2

{(μ-TePh)6Hg4(P(C4H9)3)4}(ClO4)2

Conditions
ConditionsYield
In dichloromethane molar ratio of Hg(PBu3)2(ClO4)2/Hg(TePh)2/PBu3 = 1:3:2; not isolated;100%
(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)
12146-37-1, 124717-04-0

(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)

tributylphosphine
998-40-3

tributylphosphine

cis-{molybdenum(0)(carbonyl)4(P(n-butyl)3)2}
15748-70-6, 16244-54-5, 17652-79-8

cis-{molybdenum(0)(carbonyl)4(P(n-butyl)3)2}

B

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

bicyclo[2.2.1]hepta-2,5-diene

Conditions
ConditionsYield
In tetrahydrofuran reaction in a calorimeter under argon;A 100%
B n/a
{(Rh(η5-pentamethylcyclopentadienyl)Br2)2}

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

tributylphosphine
998-40-3

tributylphosphine

(η5-C5Me5)Rh{P(n-Bu)3}Br2

(η5-C5Me5)Rh{P(n-Bu)3}Br2

Conditions
ConditionsYield
In dichloromethane N2 atmosphere; addn. of phosphine to Rh complex, stirring (30 min., room temp.); evapn. (vac.), recrystn. (CH2Cl2/hexane);100%
fac-Re(CO)3(N,N'-dimethylpiperazine-2,3-dithione)Br
122677-54-7

fac-Re(CO)3(N,N'-dimethylpiperazine-2,3-dithione)Br

tributylphosphine
998-40-3

tributylphosphine

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

fac-Re(CO)3(N,N'-dimethylpiperazine-2,3-dithione)(P(nBu)3) trifluormethanesulfonate

fac-Re(CO)3(N,N'-dimethylpiperazine-2,3-dithione)(P(nBu)3) trifluormethanesulfonate

Conditions
ConditionsYield
In tetrahydrofuran An equimolar amt. of AgOTF was added to the soln. of the rhenium complex. After filtn. excess P(nBu)3 was added to the filtrate under exclusion of light.;100%
1,1',2,2'-bis(1,2,3-trithia{3})ferrocenophane

1,1',2,2'-bis(1,2,3-trithia{3})ferrocenophane

tributylphosphine
998-40-3

tributylphosphine

{Fe(C5H3S2)2}

{Fe(C5H3S2)2}

Conditions
ConditionsYield
In tetrahydrofuran N2; instantaneous reaction;; after 4 h filtration; washing with THF; elem. anal.;;100%
tributylphosphine
998-40-3

tributylphosphine

[Ru(η5,η1-C5H2Me2CO2(CH2)2PPh2)(CH3CN)2][PF6]
261359-74-4, 260995-06-0, 261359-76-6

[Ru(η5,η1-C5H2Me2CO2(CH2)2PPh2)(CH3CN)2][PF6]

[(CH3(C5H2)CH3)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)CH3)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2]PF6
342643-71-4, 340269-30-9

[(CH3(C5H2)CH3)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)CH3)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2]PF6

Conditions
ConditionsYield
In acetone 1:1.1 mixt. stirred at room temp. for 3 h; NMR;100%
tributylphosphine
998-40-3

tributylphosphine

[Ru(η5,η1-C5H2(Me)(t-Bu)CO2(CH2)2PPh2)(CH3CN)2][PF6]
260995-15-1, 380606-14-4

[Ru(η5,η1-C5H2(Me)(t-Bu)CO2(CH2)2PPh2)(CH3CN)2][PF6]

[(CH3(C5H2)C4H9)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)C4H9)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2]PF6

[(CH3(C5H2)C4H9)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)C4H9)Ru(CH3CN)P(C4H9)3COOCH2CH2P(C6H5)2]PF6

Conditions
ConditionsYield
In acetone 1:1.1 mixt. stirred at room temp. for 3 h; NMR;100%
tributylphosphine
998-40-3

tributylphosphine

carbonyl(tetraphenyltetrabenzoporphyrinato)ruthenium(II)
188797-37-7

carbonyl(tetraphenyltetrabenzoporphyrinato)ruthenium(II)

bis(tri-n-butylphosphine)(tetraphenyltetrabenzoporphyrinato)ruthenium(II)
188797-48-0

bis(tri-n-butylphosphine)(tetraphenyltetrabenzoporphyrinato)ruthenium(II)

Conditions
ConditionsYield
In dichloromethane detd. by UV / Vis and IR spectroscopy;100%
In chloroform-d1 detd. by (1)H NMR spectroscopy;100%
tributylphosphine
998-40-3

tributylphosphine

silver 1,3-diphenyl-1,3-propandionate
15841-27-7

silver 1,3-diphenyl-1,3-propandionate

(nBu3P)Ag(1,3-diphenyl-1,3-propanedionate)
879555-31-4

(nBu3P)Ag(1,3-diphenyl-1,3-propanedionate)

Conditions
ConditionsYield
In diethyl ether under N2, Ag-compd. was dissolved in Et2O, 1 equiv. of P-compd. was added, stirring at 25 °C for 2 h; soln. was filtered through silica, volatiles were removed in vac., elem.anal.;100%
In dichloromethane under N2, 1 equiv. of P-compd., 25 °C;
tributylphosphine
998-40-3

tributylphosphine

methyl 2-(bromomethyl)oxazole-4-carboxylate
175551-77-6

methyl 2-(bromomethyl)oxazole-4-carboxylate

Br(1-)*C18H33NO3P(1+)
1222085-97-3

Br(1-)*C18H33NO3P(1+)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1.5h;100%
tributylphosphine
998-40-3

tributylphosphine

silver(I) acetate
563-63-3

silver(I) acetate

tris(tri-n-butyl phosphine)silver(I) acetate

tris(tri-n-butyl phosphine)silver(I) acetate

Conditions
ConditionsYield
In diethyl ether (Ar), Ag acetate suspnd. in Et2O, reacted with 3 equiv. of (n-Bu)3P at 25°C for 1 h under stirring; evapd., elem. anal.;100%
tributylphosphine
998-40-3

tributylphosphine

silver(I) acetate
563-63-3

silver(I) acetate

tetra(tri-n-butyl phosphine)silver(I) acetate
1224594-74-4

tetra(tri-n-butyl phosphine)silver(I) acetate

Conditions
ConditionsYield
In diethyl ether (Ar), Ag acetate suspnd. in Et2O, reacted with 4 equiv. of (n-Bu)3P at 25°C for 1 h under stirring; evapd., elem. anal.;100%
tributylphosphine
998-40-3

tributylphosphine

2-benzylidene-1,3-diphenylpropane-1,3-dione
5398-64-1

2-benzylidene-1,3-diphenylpropane-1,3-dione

C34H44O2P(1+)*Cl(1-)
1233127-23-5

C34H44O2P(1+)*Cl(1-)

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 27 - 30℃; for 0.0166667h; Inert atmosphere;100%
trans-1,4-dichlorobut-2-ene
110-57-6

trans-1,4-dichlorobut-2-ene

tributylphosphine
998-40-3

tributylphosphine

(E)-but-2-ene-1,4-diylbis(tributylphosphonium) dichloride
36288-32-1, 134839-26-2

(E)-but-2-ene-1,4-diylbis(tributylphosphonium) dichloride

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 18h; Inert atmosphere; Reflux;100%
tributylphosphine
998-40-3

tributylphosphine

(E)-((6-bromohex-4-en-1-yl)oxy)(tertbutyl)dimethylsilane
1533434-49-9

(E)-((6-bromohex-4-en-1-yl)oxy)(tertbutyl)dimethylsilane

C24H52OPSi(1+)*Br(1-)
1533434-50-2

C24H52OPSi(1+)*Br(1-)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 12h;100%

Tributylphosphane Chemical Properties

Molecular Structure:

Molecular Formula: C12H27P
Molecular Weight: 202.316541 g/mol
Appearance: colorless pale yellow clear liquid
Melting Point: -65 °C
Boiling Point: 150 °C  at 50 mm Hg
Flash Point: 99 °F
Solubility: methanol, ether, ethanol, benzene
Insolubility: water
Density: 0.81 g/mL at 25 °C
Vapor density: 9
Refractive index:n: 20/D 1.462
Storage temp.: 2-8°C 
Sensitive: Moisture, Air
BRN: 1738261
EINECS: 213-651-2
IUPAC Name: tributylphosphane
Synonyms of Tributylphosphine (CAS NO.998-40-3): TRIBUTYLPHOSPHINE(998-40-3): Tri-n-butylphosphine ; 4-16-00-01699 (Beilstein Handbook Reference) ; AI3-28071 ; BRN 1738261 ; EINECS 213-651-2 ; NSC 91700 ; Tri-n-butylphosphine ; Tributylfosfin ; Tributylfosfin [Czech] ; Tributylphosphane ; Tributylphosphane [UN3254] [Spontaneously combustible] ; Tris(butyl)phosphine ; UN3254 ; Phosphine, tributyl-
Categories: Tertiary Phosphines;Ligand;Mitsunobu Reaction;Phosphine Ligands;Phosphines (Mitsunobu Reaction);Synthetic Organic Chemistry

Tributylphosphane Uses

 Tributylphosphine (CAS NO.998-40-3) is used as main ligand of homogeneous catalyst in the petrochemical. It is also used as reducing agent, olefin polymerization catalyst.

Tributylphosphane Production

 Tributylphosphine (CAS NO.998-40-3) is prepared industrially by the reaction of phosphine with butene.
PH3 + 3CH2=CHCH2CH3 → P(CH2CH2CH2CH3)3
It can be prepared in the laboratory by reaction of the appropriate Grignard reagent with phosphorus trichloride.
3BuMgCl + PCl3 → PBu3 + 3MgCl2

Tributylphosphane Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 2gm/kg (2000mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 600, 1969.
rat LD50 oral 750mg/kg (750mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 600, 1969.

Tributylphosphane Consensus Reports

Reported in EPA TSCA Inventory.

Tributylphosphane Safety Profile

Safety Information of Tributylphosphine (CAS NO.998-40-3):
Hazard Codes:Xi  ,F  ,C
Risk Statements:36/38-34-21/22-17-11-37
36/38:Irritating to eyes and skin
11:Highly flammable
17:Spontaneously flammable in air
21/22:Harmful in contact with skin and if swallowed
34:Causes burns
Safety Statements:41-36/37/39-26-16-45-43-17-5
41:In case of fire and/or explosion do not breathe fumes
16:Keep away from sources of ignition - No smoking
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
43:In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water)
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
17:Keep away from combustible material
5:Keep contents under ... (appropriate liquid to be specified by the manufacturer)
RIDADR:UN 3254 4.2/PG 1
WGK Germany:3
RTECS:SZ3270000
F:10-13-23
HazardClass:4.2
PackingGroup:I
Moderately toxic by ingestion. Slightly toxic by skin contact. When heated to decomposition it emits toxic vapors of POx.

Tributylphosphane Specification

First Aid Measures of Tributylphosphine (CAS NO.998-40-3):
Eyes:Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. 
Ingestion:Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Storage of Tributylphosphine (CAS NO.998-40-3):
Keep away from heat, sparks, and flame. Do not store near combustible materials. Store in a cool, dry place. Store in a tightly closed container. Flammables-area. Store under nitrogen.

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