Triphenylphosphine sulfide

Base Information

• Chemical Name: Triphenylphosphine sulfide
• CAS No.: 3878-45-3
• Molecular Formula: C18H15 P S
• Molecular Weight: 294.357
• Hs Code.: 29310099
• European Community (EC) Number: 223-407-7
• NSC Number: 62216
• UNII: Q68E5JRQ8V
• DSSTox Substance ID: DTXSID10192046
• Nikkaji Number: J188K
• Wikipedia: Triphenylphosphine_sulfide
• Wikidata: Q7843279
• Mol file: 3878-45-3.mol

Synonyms:Triphenylphosphine sulfide;3878-45-3;PHOSPHINE SULFIDE, TRIPHENYL-;Triphenylphosphine sulphide;Triphenylphosphine monosulfide;triphenyl(sulfanylidene)-lambda5-phosphane;EINECS 223-407-7;NSC 62216;BRN 0645872;Q68E5JRQ8V;NSC-62216;triphenylphosphane sulfide;C18H15PS;MFCD00004917;Triphenylphosphin-sulfid;triphenylphosphinesulfide;Triphenyl(thioxo)phosphine;Triphenylphosphorus sulfide;UNII-Q68E5JRQ8V;WLN: SPR&R&R;NCIOpen2_002732;SCHEMBL517954;TRIPHENYLPHOSPINE SULFIDE;triphenyl-sulfanylidenephosphorane;(C6H5)3PS;Phosphorane, triphenyl-, sulfide;Triphenylphosphine sulfide, 98%;VYNGFCUGSYEOOZ-UHFFFAOYSA-;DTXSID10192046;(C6H5)3P=S;C18-H15-P-S;NSC62216;tri(phenyl)-sulfanylidenephosphorane;STK902099;AKOS005068069;CS-W012168;LS-106073;FT-0635044;T1066;E75968;Q7843279

Chemical Property of Triphenylphosphine sulfide

Chemical Property:

• Appearance/Colour: WHITE CRYSTALLINE SOLID
• Vapor Pressure: 3.71E-07mmHg at 25°C
• Melting Point: 161-163 °C(lit.)
• Boiling Point: 428.7 °C at 760 mmHg
• Flash Point: 213.1 °C
• PSA: 41.90000
• Density: 1.2 g/cm³
• LogP: 4.09300
• Storage Temp.: -196°C
• Solubility.: isooctane: soluble
• Water Solubility.: Insoluble in water.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 294.06320865
• Heavy Atom Count: 20
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Triphenylphosphine sulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: Xn
• Statements: 21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C1=CC=C(C=C1)P(=S)(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Triphenylphosphine Sulfide inhibits carboxylesterase of human monocyte. Triphenylphosphine Sulfide is used in the biomimetc reduction of sulfric acid.

Technology Process of Triphenylphosphine sulfide

There total 334 articles about Triphenylphosphine sulfide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

p-Fluorophenylsulfenyl methyl thiocarbonate (72050-06-7) → 4-Fluorothiophenol (371-42-6) + triphenylphosphine sulfide (3878-45-3) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With triphenylphosphine; In benzene; Mechanism; Ambient temperature;

DOI:10.1021/jo01290a013

Reference yield: 71.0%

benzenecarbothioamide (2227-79-4) + triphenylphosphine (603-35-0) → benzonitrile (100-47-0) + triphenylphosphine sulfide (3878-45-3)

Guidance literature:

With aluminum oxide; LutClO₄; In dichloromethane; constant current electrolysis;

Reference yield: 56.0%

1,3-dicyclohexylthiourea (1212-29-9) + triphenylphosphine (603-35-0) → dicyclohexyl-carbodiimide (538-75-0) + triphenylphosphine sulfide (3878-45-3)

Guidance literature:

With aluminum oxide; LutClO₄; In dichloromethane; constant current electrolysis;

upstream raw materials:

cyclohexene sulfide

diethyl ether

triphenylphosphine

carbon disulfide

Downstream raw materials:

Thiobenzophenon

Triphenylphosphine oxide

benzoyl sulfide

triphenylphosphine

Refernces

• 1、 Barnett, Harrison J.,Hill, Anthony F.. "Dimetalla-heterocyclic carbenes: The interconversion of chalcocarbonyl and carbido ligands". . p. 12593 - 12596. Retrieved 2020.
• 2、 Llusar, Rosa,Polo, Victor,Velez, Ederley,Vicent, Cristian. "Sulfur-based redox reactions in Mo3S74+ and Mo3S44+ clusters bearing halide and 1,2-dithiolene ligands: A mass spectrometric and density functional theory study". . p. 8045 - 8055. Retrieved 2010.
• 3、 Puke, Carsten,Erker, Gerhard,Aust, Nicola C.,Wuerthwein, Ernst-Ulrich,Froehlich, Roland. "Evidence for a Continuous Transition between Thiaphosphetane and Betaine-Type Structures in the Thio-Wittig Reaction". . p. 4863 - 4864. Retrieved 1998.
• 4、 Lanfredi, Anna Maria Manotti,Tiripicchio, Antonio,Camus, Annamaria,Marsich, Nazario. "Crystal Structure of a Novel Tetranuclear Dithiocarboxylato Copper(I) Complex, 4(PPh3)2". . p. 753 - 756. Retrieved 1989.
• 5、 Fedin, V. P.,Sokolov, M. N.,Mironov, Yu. V.,Kolesov, B. A.,Tkachev, S. V.,Fedorov, V. Ye.. "". . p. 39 - 46. Retrieved 1990.
• 6、 Ward, James P.,Lim, Patrick J.,Evans, David J.,White, Jonathan M.,Young, Charles G.. "Tungsten Ligand-Based Sulfur-Atom-Transfer Catalysts: Synthesis, Characterization, Sustained Anaerobic Catalysis, and Mode of Aerial Deactivation". . p. 16824 - 16828. Retrieved 2020.
• 7、 Olah,Hehemann. "-". . p. 2190. Retrieved 1977.
• 8、 Prakash, Hari,Sisler, Harry H.. "Reactions of triphenylphosphine with S4N3Cl". . p. 2200 - 2203. Retrieved 1968.
• 9、 Smiles, Danil E.,Wu, Guang,Hayton, Trevor W.. "Reversible chalcogen-atom transfer to a terminal uranium sulfide". . p. 12683 - 12685. Retrieved 2014.
• 10、 Shozda. "Complexes of sulfur dioxide with ionic azides". . p. 1919 - 1921. Retrieved 1967.