Triphenylphosphine selenide

Base Information

• Chemical Name: Triphenylphosphine selenide
• CAS No.: 3878-44-2
• Molecular Formula: C18H15PSe
• Molecular Weight: 341.251
• Hs Code.: 2902909090
• European Community (EC) Number: 223-406-1
• NSC Number: 171032
• UNII: T9S5RC2HL6
• DSSTox Substance ID: DTXSID00959584
• Nikkaji Number: J217.731E
• Wikipedia: Triphenylphosphine_selenide
• Wikidata: Q21099564
• Mol file: 3878-44-2.mol

Synonyms:Triphenylphosphine selenide;3878-44-2;Phosphine selenide, triphenyl-;Triphenylphosphineselenide;triphenyl(selanylidene)-lambda5-phosphane;NSC-171032;NSC171032;triphenylphosphane selenide;C18H15PSe;T9S5RC2HL6;Triphenylphosphine (Ph3P)-Se;SCHEMBL1157738;C18-H15-P-Se;DTXSID00959584;BCP10707;EINECS 223-406-1;MFCD00013477;STL582570;AKOS015840599;BRN 2269139;TRIPHENYLPHOSPHINE SELENIDE 99+%;AC-31136;Triphenyl(selanylidene)-lambda~5~-phosphane;FT-0635043;T1819;3-16-00-00866 (Beilstein Handbook Reference);A918996

Chemical Property of Triphenylphosphine selenide

Chemical Property:

• Vapor Pressure: 8.11E-08mmHg at 25°C
• Melting Point: 186-188oC
• Boiling Point: 448.6°Cat760mmHg
• Flash Point: 225.1°C
• PSA: 9.81000
• Density: g/cm³
• LogP: 3.17650
• Storage Temp.: Store below +30°C.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 342.00766
• Heavy Atom Count: 20
• Complexity: 281

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triphenylphosphine Selenide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TN
• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=[Se])(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Triphenylphosphine selenide

There total 73 articles about Triphenylphosphine selenide 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: 100.0%

triphenylphosphine (603-35-0) → Triphenylphosphine selenide (3878-44-2)

Guidance literature:

With selenium; In toluene; for 6h; Heating;

Reference yield: 98.0%

2-(2-hydroxy-2-phenyl-4-methyl-4-pentenylseleno)benzothiazole (134306-68-6) → 2(3H)-Benzothiazolone (934-34-9) + (4-methylpenta-1,4-dien-2-yl)benzene (52713-62-9) + Triphenylphosphine selenide (3878-44-2)

Guidance literature:

With sodium hydride; triphenylphosphine; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.65.3163

Reference yield: 96.0%

2-(2-hydroxy-2-phenyl-4-pentenylseleno)benzothiazole (134306-67-5) → 2(3H)-Benzothiazolone (934-34-9) + 2-phenyl-1,4-pentadiene (35342-69-9) + Triphenylphosphine selenide (3878-44-2)

Guidance literature:

With sodium hydride; triphenylphosphine; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.65.3163

upstream raw materials:

triphenylphosphine

(diphenylmethylene)triphenylphosphorane

<(4-methylphenyl)phenylmethylene>triphenylphosphorane

<(4-chlorophenyl)phenylmethylene>triphenylphosphorane

Downstream raw materials:

triphenylphosphine

dichlorotriphenyl-λ⁴-phosphane

NbCl₅*SeP(C₆H₅)3

NbBr₅*SeP(C₆H₅)3

Refernces

• 1、 Aizawa, Sen-Ichi,Majumder, Arpi,Maeda, Daisuke,Kitamura, Akina. "Mechanism of catalytic chalcogen atom replacement of phosphine chalcogenides and separation of the intermediate phosphine". . p. 18 - 19. Retrieved 2009.
• 2、 Graham, Cameron M. E.,Valjus, Juuso,Pritchard, Taylor E.,Boyle, Paul D.,Tuononen, Heikki M.,Ragogna, Paul J.. "Phosphorus-Chalcogen Ring Expansion and Metal Coordination". . p. 13500 - 13509. Retrieved 2017.
• 3、 Sugimoto, Hideki,Tatemoto, Susumu,Toyota, Kazuo,Ashikari, Kenji,Kubo, Minoru,Ogura, Takashi,Itoh, Shinobu. "Oxo-sulfido- and oxo-selenido-molybdenum(vi) complexes possessing a dithiolene ligand related to the active sites of hydroxylases of molybdoenzymes: Low temperature preparation and characterisation". . p. 4358 - 4360. Retrieved 2013.
• 4、 Ng, Ho-Yuen,Cheung, Wai-Man,Kwan Huang, Enrique,Wong, Kang-Long,Sung, Herman H.-Y.,Williams, Ian D.,Leung, Wa-Hung. "Ruthenium chalcogenonitrosyl and bridged nitrido complexes containing chelating sulfur and oxygen ligands". . p. 18459 - 18468. Retrieved 2015.
• 5、 Kumar, Rajnish,Kumar, Saurabh,Pandey, Madhusudan K.,Kashid, Vitthalrao S.,Radhakrishna, Latchupatula,Balakrishna, Maravanji S.. "Synthesis of Phosphine Chalcogenides Under Solvent-Free Conditions Using a Rotary Ball Mill". . p. 1028 - 1037. Retrieved 2018/02/26.
• 6、 Cinderella, Andrew P.,Vulovic, Bojan,Watson, Donald A.. "Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction". supporting information. p. 7741 - 7744. Retrieved 2017/06/21.