Product Name

  • Name

    Triphenylphosphine

  • EINECS 210-036-0
  • CAS No. 603-35-0
  • Article Data481
  • CAS DataBase
  • Density 1.132 g/cm3
  • Solubility insoluble in water
  • Melting Point 79-81 °C(lit.)
  • Formula C18H15P
  • Boiling Point 360 °C at 760 mmHg
  • Molecular Weight 262.291
  • Flash Point 181.7 °C
  • Transport Information UN 3077
  • Appearance White solid
  • Safety 36/37-60-61-36/37/39-26
  • Risk Codes 22-43-53-50/53-48/20/22
  • Molecular Structure Molecular Structure of 603-35-0 (Triphenylphosphine)
  • Hazard Symbols HarmfulXn, DangerousN
  • Synonyms Triphenylphosphine
  • PSA 13.59000
  • LogP 3.44480

Synthetic route

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 5h;100%
With aluminium hydride*tetrahydrofuran100%
With titanium(IV) isopropylate; 1,1,3,3-Tetramethyldisiloxane In methyl cyclohexane at 80℃; for 14h;100%
methanol
67-56-1

methanol

dibromure de vinylene-1,2 bis-triphenylphosphonium

dibromure de vinylene-1,2 bis-triphenylphosphonium

A

bromure de methoxyvinyltriphenylphosphonium
56351-16-7

bromure de methoxyvinyltriphenylphosphonium

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With potassium cyanide In dimethyl sulfoxide for 22h; Ambient temperature;A 86%
B 100%
dibromure de vinylene-1,2 bis-triphenylphosphonium

dibromure de vinylene-1,2 bis-triphenylphosphonium

A

bromure de methoxyvinyltriphenylphosphonium
56351-16-7

bromure de methoxyvinyltriphenylphosphonium

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With potassium cyanide In dimethyl sulfoxide for 22h; Ambient temperature;A 86%
B 100%
triphenylphosphinediiodogermylene
97939-92-9

triphenylphosphinediiodogermylene

phenyllithium
591-51-5

phenyllithium

A

iodobenzene
591-50-4

iodobenzene

B

biphenyl
92-52-4

biphenyl

C

triphenylgermane
2816-43-5

triphenylgermane

D

tetraphenylgermane
1048-05-1

tetraphenylgermane

E

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In diethyl ether under N2, to suspn. of Ph3PGeI2 in ether PhLi added dropwise (1:4 molarratio), stirred for 5 d under reflux, hydrolyzed; dried, analyzed by gas chromy.;A 10%
B 13%
C 39%
D 36%
E 100%
In diethyl ether under N2, to suspn. of Ph3PGeI2 in ether PhLi added dropwise (1:1 molarratio), stirred for 5 d under reflux, hydrolyzed; dried, analyzed by gas chromy.;A 2.9%
B 2.9%
C 1.9%
D 14%
E 82%
In diethyl ether under N2, to suspn. of Ph3PGeI2 in ether PhLi added dropwise (1:2 molarratio), stirred for 5 d under reflux, hydrolyzed; dried, analyzed by gas chromy.;A 7.7%
B 9.6%
C 1.3%
D 19%
E 79%
methanol
67-56-1

methanol

triphenylphosphine borane
2049-55-0

triphenylphosphine borane

A

Trimethyl borate
121-43-7

Trimethyl borate

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
at 120℃; Inert atmosphere; Microwave irradiation;A n/a
B 99%
benzonitrile
100-47-0

benzonitrile

(trimethylsilyl)diphenylphosphine
17154-34-6

(trimethylsilyl)diphenylphosphine

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With cis-[NiCl2(PPh3)2]; potassium tert-butylate In 1,4-dioxane at 90℃; for 10h; Inert atmosphere;99%
fluorobenzene
462-06-6

fluorobenzene

sodium diphenylphosphide
4376-01-6

sodium diphenylphosphide

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 15-crown-5 In tetrahydrofuran at 25℃; for 16h; Reagent/catalyst; Inert atmosphere;99%
dichlorotriphenylphosphorane
2526-64-9

dichlorotriphenylphosphorane

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With tributylphosphine98%
With sodium
With bis(2-methylphenyl)disulfide; triethylamine In chloroform for 7h; Heating;
2-[2-Oxo-1-(triphenyl-λ5-phosphanylidene)-propyl]-1,2-dihydro-indazol-3-one
103748-75-0

2-[2-Oxo-1-(triphenyl-λ5-phosphanylidene)-propyl]-1,2-dihydro-indazol-3-one

A

2-acetyl-4-oxo-dihydroquinazoline
17244-28-9

2-acetyl-4-oxo-dihydroquinazoline

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In toluene at 95℃; for 2h;A 98%
B n/a
iodobenzene
591-50-4

iodobenzene

diphenylphosphane
829-85-6

diphenylphosphane

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With potassium acetate; 5percent Pd on charcoal In N,N-dimethyl-formamide at 190℃; for 0.05h; microwave irradiation;98%
With caesium carbonate In toluene at 115℃; for 24h; Inert atmosphere;90%
With potassium acetate In N,N-dimethyl acetamide at 130℃; for 3h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;86%
With rongalite; potassium hydroxide In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;65%
chlorobenzene
108-90-7

chlorobenzene

potassium diphenylphosphine
15475-27-1, 4346-39-8

potassium diphenylphosphine

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran at 25 - 67℃; for 74.4h;98%
phenyl sodium
1623-99-0

phenyl sodium

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With phosphorus tribromide97.3%
With anhydrous phosphorus trichloride In toluene
cis-dichlorobis(triphenylphosphine)platinum(II)
10199-34-5, 14056-88-3, 15604-36-1

cis-dichlorobis(triphenylphosphine)platinum(II)

cyclenphosphorane
64317-97-1

cyclenphosphorane

cis-((H2cyclen)P)PtCl2PPh3}Cl
108148-25-0

cis-((H2cyclen)P)PtCl2PPh3}Cl

{(eta.2-cyclenphosphorane)PtClPPh3}
108148-24-9

{(eta.2-cyclenphosphorane)PtClPPh3}

C

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In tetrahydrofuran under N2, mixt. of phosphorane and Pt complex in THF was stirred for 12h, pptn.; volatiles removed in vac., residue washed (10 times hexane, 10 times THF (to dissolve the η2-complex), residue (cis complex) and washing (η2.-complex) pumped dry separately, each heated to 90°C under vac., elem. anal.;A 96%
B 97%
C 97%
chlorobenzene
108-90-7

chlorobenzene

sodium diphenylphosphide
4376-01-6

sodium diphenylphosphide

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 15-crown-5 In tetrahydrofuran; N,N-dimethyl-formamide at 100℃; for 3h; Reagent/catalyst; Inert atmosphere;97%
Diphenylphosphonigsaeure-trimethylsilylester
13683-01-7

Diphenylphosphonigsaeure-trimethylsilylester

phenyllithium
591-51-5

phenyllithium

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2h;97%
benzylpotassium
3605-36-5

benzylpotassium

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
96.6%
triphenylphosphine sulfide
3878-45-3

triphenylphosphine sulfide

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In toluene at 80℃; for 1h; Product distribution; Further Variations:; Reaction partners; reaction times;96%
With n In tetrahydrofuran at 60℃; for 3h;95%
Stage #1: triphenylphosphine sulfide With oxalyl dichloride In toluene at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran; toluene at 20℃; for 0.5h; Inert atmosphere;
88%
2-methyl-2-(triphenylphosphonio)dithiopropionate betaine
69491-12-9

2-methyl-2-(triphenylphosphonio)dithiopropionate betaine

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

2-isopropylidene-4,5-dimethoxycarbonyl-1,3-dithiole
85072-91-9

2-isopropylidene-4,5-dimethoxycarbonyl-1,3-dithiole

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In acetonitrile for 24h; Ambient temperature;A 96%
B 67%
Triphenylphosphine selenide
3878-44-2

Triphenylphosphine selenide

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In toluene at 80℃; for 2h;96%
{Fe(C5H4S)2}Pt(P(C6H5)3)2

{Fe(C5H4S)2}Pt(P(C6H5)3)2

{Fe(C5H4S)2}Pt(P(C6H5)3)*C6H6

{Fe(C5H4S)2}Pt(P(C6H5)3)*C6H6

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In chloroform soln. of educt in CHCl3 heated to 60°C and stirred for 0.5 h under N2, cooled; concd. in vac., chromd. (SiO2, C6H6), 1st colorless fraction contained PPh3, red 2nd fraction collected, concd.;A 96%
B n/a
sodium methylate
124-41-4

sodium methylate

dibromure de vinylene-1,2 bis-triphenylphosphonium

dibromure de vinylene-1,2 bis-triphenylphosphonium

A

triphenylphosphine
603-35-0

triphenylphosphine

B

2-triphenylphosphoniumacetaldehyde dimethyl acetal bromide

2-triphenylphosphoniumacetaldehyde dimethyl acetal bromide

Conditions
ConditionsYield
In methanol for 0.75h; Ambient temperature;A 95%
B 89%
ethanol
64-17-5

ethanol

triphenylphosphine borane
2049-55-0

triphenylphosphine borane

A

triethyl borate
150-46-9

triethyl borate

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
Inert atmosphere; Reflux;A n/a
B 95%
triphenylphosphine borane
2049-55-0

triphenylphosphine borane

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In tetrahydrofuran; methanol for 96h; Inert atmosphere; Molecular sieve; Reflux;95%
With diisopropylamine In toluene at 30℃; Kinetics; Equilibrium constant; Reagent/catalyst; Solvent;
S-(4-linoleyloxybutyl)thioacetate

S-(4-linoleyloxybutyl)thioacetate

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 4.5h; Inert atmosphere; Cooling with ice;95%
3,3,4,4-tetramethyl-1,2-dioxetane
35856-82-7

3,3,4,4-tetramethyl-1,2-dioxetane

2,2-Dihydro-4,4,5,5-tetramethyl-2,2,2-triphenyl-1,3,2-dioxaphospholane
49595-63-3

2,2-Dihydro-4,4,5,5-tetramethyl-2,2,2-triphenyl-1,3,2-dioxaphospholane

A

3,3-dimethyl-butan-2-one
75-97-8

3,3-dimethyl-butan-2-one

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In benzene-d6 at 23.9℃; Kinetics; Rate constant; Thermodynamic data; other temperatures, Ea, ΔS(excit);A 6%
B 94%
iodobenzene
591-50-4

iodobenzene

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide; palladium dichloride at 120℃; for 0.5h; Inert atmosphere;93%
With nickel tetrafluoroborate; lithium chloride In acetonitrile electrolysis; var. supporting electrolytes, other aryl and alkyl halides;80%
With pyridine; tris-(trimethylsilyl)silane; 1,1'-azobis(1-cyanocyclohexanenitrile) In benzene for 20h; Heating;
2-{[(Toluene-4-sulfonyl)-(triphenyl-λ5-phosphanylidene)-methyl]-azo}-benzaldehyde
103748-72-7

2-{[(Toluene-4-sulfonyl)-(triphenyl-λ5-phosphanylidene)-methyl]-azo}-benzaldehyde

A

2-p.tosyl-4-oxo-dihydroquinazoline
103748-77-2

2-p.tosyl-4-oxo-dihydroquinazoline

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
In toluene at 70℃; for 5h;A 93%
B n/a
chlorobenzene
108-90-7

chlorobenzene

(trimethylsilyl)diphenylphosphine
17154-34-6

(trimethylsilyl)diphenylphosphine

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With bis(triphenylphosphine)nickel(II) chloride; potassium tert-butylate In 1,4-dioxane at 90℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere;93%
1-(benzoyl)piperidine-2,6-dione

1-(benzoyl)piperidine-2,6-dione

diphenylphosphane
829-85-6

diphenylphosphane

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); sodium carbonate In 1,4-dioxane at 160℃; for 48h; Reagent/catalyst; Inert atmosphere; Schlenk technique;93%
1,3-propanesultone
1120-71-4

1,3-propanesultone

triphenylphosphine
603-35-0

triphenylphosphine

3-(triphenylphosphonio)propane-1-sulfonate
116154-22-4

3-(triphenylphosphonio)propane-1-sulfonate

Conditions
ConditionsYield
In toluene for 12h; Reflux;100%
In tetrahydrofuran at 25℃;95%
In toluene for 24h; Reflux;43%
benzyl bromide
100-39-0

benzyl bromide

triphenylphosphine
603-35-0

triphenylphosphine

benzyltriphenylphosphonium bromide
1449-46-3

benzyltriphenylphosphonium bromide

Conditions
ConditionsYield
In xylene for 0.00833333h; Heating; microwave irradiation;100%
In toluene for 12h; Reflux;100%
at 100℃; for 0.0333333h; Irradiation;99%
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

triphenylphosphine
603-35-0

triphenylphosphine

(methoxymethyl)triphenylphosphonium chloride
4009-98-7

(methoxymethyl)triphenylphosphonium chloride

Conditions
ConditionsYield
In dichloromethane Reflux;100%
In toluene at 95℃; for 16h;97.3%
In neat (no solvent) at 80℃; for 4h; Solvent; Temperature; Time; Inert atmosphere; Schlenk technique;93%
1-dodecylbromide
143-15-7

1-dodecylbromide

triphenylphosphine
603-35-0

triphenylphosphine

dodecyltriphenylphosphonium bromide
15510-55-1

dodecyltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene Reflux;100%
In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 48h;96.1%
In tetrahydrofuran for 12h; sealed tube, bath temperature 250 deg C;88%
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

triphenylphosphine
603-35-0

triphenylphosphine

(methyloxycarbonylmethyl)triphenylphosphonium bromide
1779-58-4

(methyloxycarbonylmethyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 17h;100%
In ethyl acetate97%
In benzene at 20℃; for 4h;97%
α-bromoacetophenone
70-11-1

α-bromoacetophenone

triphenylphosphine
603-35-0

triphenylphosphine

triphenylphenacylphosphonium bromide
6048-29-9

triphenylphenacylphosphonium bromide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h;100%
at 20℃; for 24h;100%
In toluene for 4h; Reflux;99%
p-methoxy-phenylazide
2101-87-3

p-methoxy-phenylazide

triphenylphosphine
603-35-0

triphenylphosphine

4-methoxy-N-(triphenylphosphoran-ylidene)-aniline
14796-89-5

4-methoxy-N-(triphenylphosphoran-ylidene)-aniline

Conditions
ConditionsYield
In toluene at 60℃; for 16h; Schlenk technique; Inert atmosphere;100%
In diethyl ether at 20℃; for 2h;88%
triphenylphosphine
603-35-0

triphenylphosphine

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

3-bromopropyltriphenylphosphonium bromide
3607-17-8

3-bromopropyltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene at 110℃; for 16h;100%
In toluene for 24h; Reflux;99%
In toluene Inert atmosphere; Reflux;98%
triphenylphosphine
603-35-0

triphenylphosphine

Phenyl azide
622-37-7

Phenyl azide

N-phenyltriphenyliminophosphorane
2325-27-1

N-phenyltriphenyliminophosphorane

Conditions
ConditionsYield
In toluene at 20℃; for 2h; Condensation;100%
In diethyl ether for 2h; Heating;100%
In diethyl ether at 20℃; for 2h;79%
triphenylphosphine
603-35-0

triphenylphosphine

hexadecanyl bromide
112-82-3

hexadecanyl bromide

(1-hexadecyl)triphenylphosphonium bromide
14866-43-4

(1-hexadecyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In toluene Reflux;100%
In toluene at 90℃; for 48h;79%
In acetonitrile for 36h; Heating;68%
triphenylphosphine
603-35-0

triphenylphosphine

diazodiphenylmethane
908093-98-1

diazodiphenylmethane

diphenyldiazomethane triphenylphosphazine
1109-01-9

diphenyldiazomethane triphenylphosphazine

Conditions
ConditionsYield
In benzene at 30℃; for 0.00333333h;100%
In acetonitrile at 30℃; Rate constant;
In acetonitrile at 30℃; Kinetics; Thermodynamic data; effect of 4,4'-disubstitution on the reactivity;
triphenylphosphine
603-35-0

triphenylphosphine

methyl iodide
74-88-4

methyl iodide

methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

Conditions
ConditionsYield
for 0.00833333h; Heating; microwave irradiation;100%
In toluene at 0℃; for 4h; Reflux;100%
In dichloromethane at 20℃; Inert atmosphere;100%
triphenylphosphine
603-35-0

triphenylphosphine

9-diazofluorenone
832-80-4

9-diazofluorenone

9-fluorenone triphenylphosphazine
751-35-9

9-fluorenone triphenylphosphazine

Conditions
ConditionsYield
In benzene at 30℃; for 0.00333333h;100%
With benzene
In acetonitrile
In acetonitrile Yield given;
triphenylphosphine
603-35-0

triphenylphosphine

Triphenylphosphine selenide
3878-44-2

Triphenylphosphine selenide

Conditions
ConditionsYield
With selenium In toluene for 6h; Heating;100%
With 4-phenyl-1,2,3-selenadiazole In benzene for 1h; Heating;100%
With selenium In chloroform-d1 at 20℃;100%
triphenylphosphine
603-35-0

triphenylphosphine

triphenylphosphine diiodide
6396-07-2

triphenylphosphine diiodide

Conditions
ConditionsYield
With iodine In diethyl ether at 20℃; for 1h;100%
With iodine In diethyl ether; toluene96%
With iodine
With 1,2-Diiodoethane In acetonitrile at 60℃; for 0.5h;
With iodine In dichloromethane at 0℃; for 2h;
triphenylphosphine
603-35-0

triphenylphosphine

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With CuO2H In acetonitrile at 70℃; for 6h;100%
With CuO2H In acetonitrile at 70℃; for 6h;100%
With periodate form of Amberlyst A26 In chloroform at 25℃; for 2h;100%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

triphenylphosphine
603-35-0

triphenylphosphine

((4-methoxyphenyl)methyl)triphenylphosphonium bromide
1530-38-7

((4-methoxyphenyl)methyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In benzene for 24h; Ambient temperature;100%
In toluene at 110℃;99%
In toluene for 10h; Inert atmosphere; Reflux;98%
benzyl chloride
100-44-7

benzyl chloride

triphenylphosphine
603-35-0

triphenylphosphine

benzyltriphenylphosphonium chloride
1100-88-5

benzyltriphenylphosphonium chloride

Conditions
ConditionsYield
In toluene at 110℃; Inert atmosphere;100%
In toluene Inert atmosphere; Reflux;98%
In toluene for 18h; Inert atmosphere; Reflux;98%
4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

triphenylphosphine
603-35-0

triphenylphosphine

(4-methylbenzyl)triphenylphosphonium chloride
1530-37-6

(4-methylbenzyl)triphenylphosphonium chloride

Conditions
ConditionsYield
In acetonitrile for 4.5h; Reflux;100%
In acetonitrile for 4.5h; Reflux;100%
In xylene for 18h; Heating;86%
1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

triphenylphosphine
603-35-0

triphenylphosphine

4-bromobenzyl triphenylphosphonium bromide
51044-13-4

4-bromobenzyl triphenylphosphonium bromide

Conditions
ConditionsYield
In chloroform for 4h; Heating / reflux;100%
In acetonitrile for 4.5h; Reflux;100%
In acetone at 20℃; for 12h;99%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

triphenylphosphine
603-35-0

triphenylphosphine

but-3-en-1-yltriphenylphosphonium bromide
16958-42-2

but-3-en-1-yltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene for 24h; Inert atmosphere; Reflux;100%
In N,N-dimethyl-formamide for 3h; Heating;84%
In acetonitrile at 23℃; for 23h; Reflux; Inert atmosphere;81%
triphenylphosphine
603-35-0

triphenylphosphine

prenyl bromide
870-63-3

prenyl bromide

(3-methylbut-2-enyl)triphenylphosphonium bromide
1530-34-3

(3-methylbut-2-enyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In toluene at 110℃; Inert atmosphere;100%
In benzene at 20℃; for 20h;96%
In toluene Ambient temperature;93%
[14C]methyl iodide
16170-82-4

[14C]methyl iodide

triphenylphosphine
603-35-0

triphenylphosphine

-methyltriphenylphosphonium iodide
1560-52-7

-methyltriphenylphosphonium iodide

Conditions
ConditionsYield
In benzene at 22℃; for 37h;100%
In diethyl ether Methylation;95%
In benzene for 24h;90%
(E)-1-bromo-2-hexene
73881-10-4

(E)-1-bromo-2-hexene

triphenylphosphine
603-35-0

triphenylphosphine

<(E)-hex-2-enyl>triphenylphosphonium bromide
88517-93-5

<(E)-hex-2-enyl>triphenylphosphonium bromide

Conditions
ConditionsYield
In benzene for 5h; Heating;100%
1-bromo-hexane
111-25-1

1-bromo-hexane

triphenylphosphine
603-35-0

triphenylphosphine

hexyltriphenylphosphonium bromide
4762-26-9

hexyltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene for 8h; Reflux;100%
In acetonitrile for 16h; Heating;95.6%
In toluene for 120h; Heating;92%
iodomethane-d3
865-50-9

iodomethane-d3

triphenylphosphine
603-35-0

triphenylphosphine

(methyl-d3)triphenylphosphonium iodide
1560-56-1

(methyl-d3)triphenylphosphonium iodide

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Reflux;100%
In tetrahydrofuran for 1h; Schlenk technique; Reflux;99%
In tetrahydrofuran for 1h; Schlenk technique; Inert atmosphere; Reflux;99%
1-bromo-octane
111-83-1

1-bromo-octane

triphenylphosphine
603-35-0

triphenylphosphine

n-octyltriphenylphosphoniumbromide
42036-78-2

n-octyltriphenylphosphoniumbromide

Conditions
ConditionsYield
In chlorobenzene for 48h; Heating;100%
In toluene Reflux;100%
In o-xylene Heating;98.7%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

triphenylphosphine
603-35-0

triphenylphosphine

(n-tetradecyl)triphenylphosphonium bromide
25791-20-2

(n-tetradecyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In toluene Reflux;100%
at 140℃; for 7h;92%
In benzene for 48h; Substitution; Heating;92%
6-bromohexanoic acid
4224-70-8

6-bromohexanoic acid

triphenylphosphine
603-35-0

triphenylphosphine

(5-carboxypentyl)triphenylphosphonium bromide
50889-29-7

(5-carboxypentyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In acetonitrile for 16h; Heating;100%
at 100℃; for 4h;100%
In acetonitrile for 24h; Heating;99%

Triphenylphosphine Specification

1. Introduction of Triphenylphosphine
Triphenylphosphine, its cas register number is 603-35-0. It also can be called Phosphine, triphenyl-; Trifenylfosfin; Trifenylfosfin [Czech]; Triphenyl phosphine.The IUPAC Nameis triphenylphosphane. It exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether.

2. Properties of Triphenylphosphine
Molecular Weight: 262.285461 [g/mol]
Molecular Formula: C18H15P
XLogP3-AA: 4.6
Melting Point: 79-81 °C(lit.)
Flash Point: 181.7 °C
Enthalpy of Vaporization: 58.18 kJ/mol
Boiling Point: 360 °C at 760 mmHg
Vapour Pressure: 4.74E-05 mmHg at 25°C
Density: 1.132 g/cm3
Storage temp.: Store at RT.
Water Solubility: Insoluble
Stability: Stable. Incompatible with oxidizing agents, acids.

3. Toxicity of Triphenylphosphine

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo oral 9gm/kg (9000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014,
dog LD50 oral > 500mg/kg (500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. OTS0570648,
mouse LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014,
mouse LD50 subcutaneous 3gm/kg (3000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014,
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat LC50 inhalation 1135ppm/4H (1135ppm) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Annual Meeting of American Industrial Hygiene Association. Vol. -, Pg. -, 1969.
rat LD50 intramuscular 1500mg/kg (1500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014,
rat LD50 oral 700mg/kg (700mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014,

4. Safety Information of Triphenylphosphine
Hazard Codes: Xn, N
Risk Statements: 22-43-53-50/53-48/20/22
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R53:May cause long-term adverse effects in the aquatic environment.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R48/20/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed and Harmful by inhalation.
Safety Statements: 36/37-60-61-36/37/39-26
S36/37:Wear suitable protective clothing and gloves.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 3077
WGK Germany: 2
RTECS: SZ3500000
F: 9
HS Code: 29310095

5. Use of Triphenylphosphine
Triphenylphosphine is widely used in the synthesis of organic and organometallic compounds.

6. Preparation of Triphenylphosphine
Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium.

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