Triphenylphosphine sulfide supplier

Name
TRIPHENYLPHOSPHINE SULFIDE
EINECS 223-407-7
CAS No. 3878-45-3
Article Data240
CAS DataBase
Density 1.2 g/cm³
Solubility Insoluble in water.
Melting Point 161-163 °C(lit.)
Formula C18H15 P S
Boiling Point 428.7 °C at 760 mmHg
Molecular Weight 294.357
Flash Point 213.1 °C
Transport Information
Appearance WHITE CRYSTALLINE SOLID
Safety A poison by intravenous route. When heated to decomposition it emits toxic vapors of PO_x and SO_x.
Risk Codes 21/22-36/37/38
Molecular Structure
Hazard Symbols A poison.
Synonyms NSC 62216;Triphenylphosphine monosulfide; Triphenylphosphine sulfide
PSA 41.90000
LogP 4.09300

Synthetic route

: 603-35-0
triphenylphosphine

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With N,N-dimethyl-N'-(5-sulfanylidene-1,2,4-dithiazol-3-yl)methanimidamide In perdeuteriopyridine for 0.0833333h;	99.9%
With sulfur In chloroform-d1 at 15 - 25℃; for 12h; Inert atmosphere; Sealed tube;	99%
With (Et4N)2[MoVIO(S)(S2C2(COOMe)2)2] In acetonitrile at -40 - -25℃; for 5h; Kinetics; Activation energy; Equilibrium constant; Temperature;	96%

: 61775-35-7
phenylsulfenyl methyl thiocarbonate

A: 108-98-5
thiophenol

B: 3878-45-3
triphenylphosphine sulfide

C: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
With triphenylphosphine In benzene Mechanism; Ambient temperature; reaction of var. sulfenyl thiocarbonates with triphenylphosphine;	A 99% B 1% C 99%

...Expand

: 2P(C6H5)3(C2H5)(1+)*Mo3S7Br6(2-)=(P(C6H5)3(C2H5))2Mo3S7Br6

: 3878-44-2
Triphenylphosphine selenide

A: 2P(C6H5)3(C2H5)(1+)*Mo3S4Se3Br6(2-)=(P(C6H5)3(C2H5))2Mo3S4Se3Br6

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
In acetonitrile a suspension of (PPh3Et)2Mo3S7Br6 and SePPh3 in MeCN was boiled for 1 h under Ar;; toluene was added to the filtrate, filtn., washed with toluene, dried in vac.;;	A n/a B 99%

...Expand

: 591-50-4
iodobenzene

: 96620-51-8
(hydroxymethyl)diphenylphosphine sulfide

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 40℃; for 3h;	99%

: 591-50-4
iodobenzene

: 1420040-32-9
(benzoyloxymethyl)diphenylphosphine sulfide

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; sodium ethanolate In tetrahydrofuran at 70℃; for 2h; Inert atmosphere;	99%

: 591-50-4
iodobenzene

: 1420040-31-8
(t-butyldimethylsilyloxymethyl)diphenylphosphine sulfide

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; cesium fluoride In tetrahydrofuran at 70℃; for 12h; Inert atmosphere;	99%

: 64-17-5
ethanol

: 603-35-0
triphenylphosphine

: 343783-49-3
3-tert-butyl-5-phenyl-3H-[1,2,4]dithiazole

A: 3878-45-3
triphenylphosphine sulfide

B: N-(1-ethoxy-2,2-dimethyl-propyl)-thiobenzamide

Conditions

Conditions	Yield
at 20℃; for 1h;	A 72% B 98%

...Expand

: 3445-76-9
5-phenyl-3H-1,2-dithiole-3-thione

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With triphenylphosphine In xylene for 2h; Heating;	97%

: MoO(S2CNEt2)2(S2O)

A: μ-oxobis[oxobis(N,N-diethyldithiocarbamato)molybdenum(V)]

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With PPh3 In tetrahydrofuran (N2), stirred for 0.5 h; evapd. in high vac., triturated with diethyl ether, NMR;	A 96% B 60%

: 152291-64-0
5-(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)-5-(2,4,6-triisopropylphenyl)-1,2,3,4,5-tetrathiagermolane

: 603-35-0
triphenylphosphine

A: 152291-63-9
[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl](2,4,6-triisopropylphenyl)germanethione

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
In hexane refluxing (2 h),; filtration, concentration (Ar);	A 96% B 4%

...Expand

: 108-86-1
bromobenzene

: 96620-51-8
(hydroxymethyl)diphenylphosphine sulfide

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With 1,1'-bis(diisopropylphosphino)ferrocene; palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 60℃; for 4h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;	96%

: copper(I) trithioperoxy-p-toluate

A: 1,2,3;1,2,4;1,3,4;2,3,4-tetrakis(μ3-dithio-p-toluato-S,μ-S')-1,2-bis(triphenylphosphine)tetracopper(I)

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With PPh3 In toluene addn. of PPh3 to suspn. of Cu-complex , dissolution, pptn.; treatment with light petroleum (b.p. 30-50°C), washing of PPH3S off (diethyl ether), recrystn. (CS2, ether); elem. anal.;	A 95% B n/a

: 84369-18-6
{(η5-C5H5)Re(NO)(PPh3)(η2-H2C=S)}(+)PF6(-)

A: 71763-25-2
{(η5-C5H5)Re(NO)(PPh3)(CH2PPh3)}(+)PF6(-)

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With triphenylphosphine In acetone stirred for 2 h under N2 atmosphere; CH2Cl2 was added, ether was slowly introduced by vapor diffusion, crystals of the Re-complex were collected after 2 d by filtration, PPh3S was isolated from the filtrate;	A 95% B 88%

: 72050-06-7
p-Fluorophenylsulfenyl methyl thiocarbonate

A: 371-42-6
4-Fluorothiophenol

B: 3878-45-3
triphenylphosphine sulfide

C: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
With triphenylphosphine In benzene Mechanism; Ambient temperature;	A 90% B 6% C 94%

...Expand

: 10544-50-0
sulfur

: 18421-48-2
trans-{PtCOPh(Cl)(PPh3)2}

: 201230-82-2
carbon monoxide

A: PtCl(C6H5CO)(P(C6H5)3)(CO)

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
In chlorobenzene; benzene Kinetics; N2 atmosphere; addn. of solvents to mixt. of Pt-complex and S8 (room temp.), introduction of CO (10 atm, (31)P((1)H)-NMR monitoring), standing (room temp., 10 days); evapn. to dryness (vac.), mixt. of three complex isomers (60:27:13) not sepd.;	A n/a B 94%

...Expand

: 17763-67-6
Phenyl triflate

: 96620-51-8
(hydroxymethyl)diphenylphosphine sulfide

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With 1,1'-bis(diisopropylphosphino)ferrocene; tetrabutylammomium bromide; palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 60℃; for 3h; Reagent/catalyst; Inert atmosphere;	94%

: 123317-05-5
tris(2,6-dimethoxyphenyl)phosphibe sulfide

: 603-35-0
triphenylphosphine

A: 123317-07-7
Tris-(2,6-dimethoxy-phenyl)-phosphane; hydrochloride

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With hydrogenchloride In acetone at 50℃; for 3h;	A n/a B 92%

...Expand

: 827-42-9
5-phenyl-3H-1,2-dithiol-3-one

: 64-17-5
ethanol

A: 36367-20-1
ethyl ester of β-(mercapto)cinnamic acid

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With triphenylphosphine In chloroform for 2h; Heating;	A 50% B 91%

...Expand

: 603-35-0
triphenylphosphine

A: 21612-82-8
P,P,P-triphenylphosphine imide hydrochloride

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With S4N3Cl In acetonitrile at 30℃; for 24h; Product distribution; Mechanism; other cyclic sulphur-nitrogen chlorides; also in the presence of Et3N, pyridine or Na2CO3; var. solvents;	A 91% B 1.09 g
With S4N3Cl In acetonitrile for 24h; Ambient temperature;	A 91% B 0.35 g

: 110-91-8
morpholine

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

A: 117081-21-7
methyl 2-morpholino-2-thioxoacetate

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With sulfur In toluene for 12h; Heating;	A 75% B 90%

...Expand

: 76289-06-0
diisopropoxyphosphinothionyl tert-butylamino trisulfide

: 603-35-0
triphenylphosphine

A: 76276-34-1
diisopropoxyphosphinothionyl tert-butylamino disulfide

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.25h;	A 81.5% B 90%

...Expand

: 603-35-0
triphenylphosphine

A: 3878-45-3
triphenylphosphine sulfide

B: (dimethylthiocarbamoyl)triphenylphosphonium perchlorate

Conditions

Conditions	Yield
With perchloric acid; (s-tetrathiane-3,6-diylidene)bis(dimethylammonium) diperchlorate In acetonitrile at 60℃;	A 40% B 90%

: 2049-55-0
triphenylphosphine borane

: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With oct-1-ene; sulfur In tetrahydrofuran for 24h; Heating;	90%

: bis(tetraethylammonium) tri-μ2-disulfido-μ3-thio-hexabromo-triangular-trimolybdenum(IV)

: 3878-44-2
Triphenylphosphine selenide

A: 2N(C2H5)4(1+)*Mo3S4Se3Br6(2-)=(N(C2H5)4)2Mo3S4Se3Br6

B: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
In acetonitrile a suspension of (NEt4)2Mo3S7Br6 and SePPh3 in MeCN was boiled for 1 h under Ar;; toluene was added dropwise to the filtrate, soln. was allowed to stay at -5°C for 12 h, filtn., washed with toluene, dried in vac., elem. anal.;;	A 90% B >99

...Expand

: (s-tetrathiane-3,6-diylidene)bis(diethylammonium) diperchlorate

: 603-35-0
triphenylphosphine

A: 3878-45-3
triphenylphosphine sulfide

B: (diethylthiocarbamoyl)triphenylphosphonium perchlorate

Conditions

Conditions	Yield
With perchloric acid In acetonitrile for 0.0166667h; Heating;	A 0.35 g B 89%

...Expand

: 603-35-0
triphenylphosphine

A: 3878-45-3
triphenylphosphine sulfide

B: (diethylthiocarbamoyl)triphenylphosphonium perchlorate

Conditions

Conditions	Yield
With perchloric acid; (s-tetrathiane-3,6-diylidene)bis(diethylammonium) diperchlorate In acetonitrile for 0.0166667h; Heating;	A 0.35 g B 89%

: 54129-78-1
Dithiooxalsaeure-O,O'-dimethylester

: 1439-36-7
1-triphenylphosphoranylidene-2-propanone

A: 85477-45-8
(2E)-3-Acetyl-2-methoxythioacrylsaeure-O-methylester

B: 85477-44-7
(2Z)-3-Acetyl-2-methoxythioacrylsaeure-O-methylester

C: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
In benzene for 130h; Heating;	A 23% B 23% C 89%

...Expand

: (pentamethylcyclopentadienyl)(cyclo-hexasulfido)(trimethylphosphane)iridium

A: (pentamethylcyclopentadienyl)(cyclo-tetrasulfido)(trimethylphosphane)iridium

B: (pentamethylcyclopentadienyl)(cyclo-pentasulfido)(trimethylphosphane)iridium

C: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With triphenylphosphane In dichloromethane (Ar), refluxed (40°C) for 40 min; column chromatography on silica gel (pentane/CH2Cl2 (2:1), pentane/CH2Cl2 (1:2), CH2Cl2), recrystallization from CHCl3/pentane at -25°C;	A 9.4% B 88.5% C n/a

...Expand

: 113270-33-0
methylthiotriphenylphosphonium methylsulfate

A: 74-93-1
methylthiol

B: 75-18-3
dimethylsulfide

C: 603-35-0
triphenylphosphine

D: 3878-45-3
triphenylphosphine sulfide

Conditions

Conditions	Yield
With lithium chloride In methanol electrolysis; Further byproducts given;	A n/a B n/a C 86% D n/a

...Expand

: 16640-68-9
cyanomethylene triphenylphosphorane

A: 3878-45-3
triphenylphosphine sulfide

B: 764-42-1
1,2-Dicyanoethylene

Conditions

Conditions	Yield
With sulfur In toluene for 3h; Heating;	A 86% B 60%

: 3878-45-3
triphenylphosphine sulfide

: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 20h; Mechanism; other thiophosphoramides are also investigated;	100%
With 3,3-dimethyldioxirane In dichloromethane; acetone for 0.0833333h; Ambient temperature;	100%
With pyridine; trifluoroacetic anhydride for 3h;	100%

: chloro(1,5-cyclooctadiene)rhodium(I) dimer

: 3878-45-3
triphenylphosphine sulfide

: 460095-62-9
[Rh(1,5-cyclooctadiene)Cl(triphenylphosphinesulfide)]

Conditions

Conditions	Yield
In dichloromethane under refluxing condition for 30 min; elem. anal.;	99%

: 420-37-1
trimethoxonium tetrafluoroborate

: 3878-45-3
triphenylphosphine sulfide

: (methylthio)triphenylphosphonium tetrafluoroborate

Conditions

Conditions	Yield
In dichloromethane for 3h;	97%

: 3878-45-3
triphenylphosphine sulfide

: 603-35-0
triphenylphosphine

Conditions

Conditions	Yield
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%

: 3878-45-3
triphenylphosphine sulfide

: 55344-99-5
triphenylphosphine sulfide diiodine

Conditions

Conditions	Yield
With iodine In dichloromethane for 4h;	96%
With iodine In carbon disulfide at 20.3℃; Equilibrium constant;

: dicarbonyldichlororuthenium

: 3878-45-3
triphenylphosphine sulfide

: 724703-32-6
Ru(CO)2Cl2(P(C6H5)3S)

Conditions

Conditions	Yield
In methanol; dichloromethane PPh3S in CH2Cl2 added to (Ru(CO)2Cl2)n dissolved in CH3OH (1:1), reaction mixture stirred at room temp. for 2 h; solvent evapd. under vacuum, washed with Et2O, recrystallized from CH2Cl2, elem. anal.;	96%

: tetrakis(acetonitrile)copper(I)tetrafluoroborate

: 2008-10-8
2,2′‐(1,4‐butanediyl)bis‐1,3‐benzoxazole

: 3878-45-3
triphenylphosphine sulfide

: Cu(1+)*2C18H16N2O2*BF4(1-)*C18H15PS

Conditions

Conditions	Yield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,2′‐(1,4‐butanediyl)bis‐1,3‐benzoxazole In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: triphenylphosphine sulfide In dichloromethane at 20℃; for 4h; Inert atmosphere;	94%

...Expand

: 29892-37-3
chloro(dimethylsulfide) gold(I)

: 3878-45-3
triphenylphosphine sulfide

: 15279-72-8
chloro(triphenylphosphine sulfide)gold(I)

Conditions

Conditions	Yield
In dichloromethane excess Ph3PS; concn. (vac.), Et2O addn., crystn. on cooling (refrigerator, overnight),filtration, washing (Et2O), drying (vac.); second crop from filtrate; e lem. anal.;	93%

: tris(η5-pentamethylcyclopentadienyl)samarium

: 3878-45-3
triphenylphosphine sulfide

: [(Sm(η5-C5Me5)2(tetrahydrofuran))2(μ-S)]

Conditions

Conditions	Yield
In toluene byproducts: (C5Me5)2, PPh3; (Ar or N2); 3 days, solid PPh3 filtn. off; solvent removing (vac.), product washing (hexane), recrystn. (THF), solvent evapn. gave (C5Me5)2;	93%

: 102349-56-4
MoI2(CO)3(MeCN)2

: 3878-45-3
triphenylphosphine sulfide

: 131054-48-3
iodo(tricarbonyl)tris(triphenylphosphinesulfide)molybdenum(II) iodide

Conditions

Conditions	Yield
In dichloromethane addn. of the ligand to Mo compd. in CH2Cl2 with stirring under N2, stirring for 2 h, addn. of further ligand and stirring for 18 h; filtn., removing of solvent (vac.) and recrystn. from CH2Cl2; elem. anal.;	91%

: 26042-63-7
silver(I) hexafluorophosphate

: 64704-71-8
chloro(dicyclohexylamine)gold(I)

: 3878-45-3
triphenylphosphine sulfide

: 64736-29-4
Au(P(C6H5)3S)2(1+)*PF6(1-)=[Au(P(C6H5)3S)2]PF6

Conditions

Conditions	Yield
In dichloromethane byproducts: AgCl; stoich. amts. of Au-complex and ligand, 10 % excess of AgPF6; filtration off of AgCl, concn. (vac.), crystn. on Et2O addn. (refrigerator); elem. anal.;	91%

...Expand

Triphenylphosphine sulfide Chemical Properties

IUPAC Name: Triphenyl(sulfanylidene)-$l^{5}-phosphane
The MF of Triphenylphosphine sulfide (CAS NO.3878-45-3) is C₁₈H₁₅PS.

The MW of Triphenylphosphine sulfide (CAS NO.3878-45-3) is 294.35.
Synonyms of Triphenylphosphine sulfide (CAS NO.3878-45-3): Phosphine sulfide, triphenyl- ; Triphenylphosphine sulfide ; Phosphorane, triphenyl-, sulfide
Product Categories: Organic Building Blocks;Phosphorus Compounds;Synthetic Reagents
Apperance: white crystalline solid
Index of Refraction: 1.657
EINECS: 223-407-7
Density: 1.2 g/ml
Flash Point: 213.1 °C
Boiling Point: 428.7 °C
Melting Point: 162-164 °C
BRN: 645872

Triphenylphosphine sulfide Uses

Triphenylphosphine sulfide (CAS NO.3878-45-3) is used as chemical reagent, fine chemicals, organic synthesis reagents, pharmaceutical intermediates.

Triphenylphosphine sulfide Toxicity Data With Reference

ivn-mus LD50:180 mg/kg

CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#05727 .

Triphenylphosphine sulfide Safety Profile

A poison by intravenous route. When heated to decomposition it emits toxic vapors of PO_x and SO_x.Safety information of Triphenylphosphine sulfide (CAS NO.3878-45-3):
Hazard Codes Harmful Xn
Risk Statements
21/22 Harmful in contact with skin and if swallowed
36/37/38 Irritating to eyes, respiratory system and skin
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37 Wear suitable protective clothing and gloves
RIDADR UN3464
WGK Germany 3
RTECS SZ2820000
HazardClass 6.1
PackingGroup III

Product Name

TRIPHENYLPHOSPHINE SULFIDE

Synthetic route

Triphenylphosphine sulfide Chemical Properties

Triphenylphosphine sulfide Uses

Triphenylphosphine sulfide Toxicity Data With Reference

Triphenylphosphine sulfide Safety Profile

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