Tris(2-thienyl)phosphine

Base Information

• Chemical Name: Tris(2-thienyl)phosphine
• CAS No.: 24171-89-9
• Molecular Formula: C12H9 P S3
• Molecular Weight: 280.375
• Hs Code.: 2934999090
• European Community (EC) Number: 246-059-8
• UNII: TRZ2J89TFT
• DSSTox Substance ID: DTXSID90178883
• Nikkaji Number: J150.353G
• Wikidata: Q83049381
• Mol file: 24171-89-9.mol

Synonyms:Tris(2-thienyl)phosphine;24171-89-9;Tri(2-thienyl)phosphine;trithiophen-2-ylphosphane;tri(thiophen-2-yl)phosphine;Phosphine, tri-2-thienyl-;EINECS 246-059-8;TRZ2J89TFT;MFCD00015471;tris(thiophen-2-yl)phosphane;trithienylphosphine;trithiophen-2-ylphosphine;UNII-TRZ2J89TFT;Tri(2-thienyl)phosphine #;SCHEMBL241730;C12H9PS3;DTXSID90178883;C12-H9-P-S3;AKOS015856674;CS-W012273;AS-59075;SY048491;FT-0659797;T1666;F17184;A817127;N-[(Z)-8aH-phthalazin-1-ylideneamino]-8aH-phthalazin-1-imine

Chemical Property of Tris(2-thienyl)phosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liqui
• Vapor Pressure: 1.64E-05mmHg at 25°C
• Melting Point: 29-30oC
• Boiling Point: 375.8°Cat760mmHg
• Flash Point: 181.1°C
• PSA: 98.31000
• Density: g/cm³
• LogP: 3.62930
• Storage Temp.: 0-10°C
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 279.96040081
• Heavy Atom Count: 16
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

Tri(2-thienyl)phosphine >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)P(C2=CC=CS2)C3=CC=CS3
• Uses: It employed as a intermediate for pharmaceutical and organic synthesis.

Technology Process of Tris(2-thienyl)phosphine

There total 5 articles about Tris(2-thienyl)phosphine 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: 35.1%

thiophene (188290-36-0,8014-23-1,25233-34-5) → tris(2-thienyl)phosphine (24171-89-9)

Guidance literature:

With pyridine; phosphorus tribromide; at 180 ℃; for 20h;

Reference yield:

2-bromothiophene (1003-09-4) → tris(2-thienyl)phosphine (24171-89-9)

Guidance literature:

2-bromothiophene; With magnesium; In diethyl ether; for 1.33333h; Reflux;

With phosphorus trichloride; In diethyl ether; at 20 ℃; for 3h; Reflux;

DOI:10.1021/acs.orglett.7b02710

Reference yield:

tri(2-thienyl)phosphine borane complex → tris(2-thienyl)phosphine (24171-89-9)

Guidance literature:

With Quinuclidine; In toluene; at 30 ℃; Kinetics;

DOI:10.1021/acs.joc.1c02729

upstream raw materials:

thiophene

2-bromothiophene

Downstream raw materials:

[Os3(CO)10(μ-bis(diphenylphosphino)methane)]

[Os₃(CO)₉(tri(2-thienyl)phosphine)(μ-dppm)]

[Os₃(CO)₈(tri(2-thienyl)phosphine)₂(μ-dppm)]

methyl 2-(4-nitrophenyl)-5-oxo-4-(tri-2-thienyl-λ⁵-phosphanylidene)-4,5-dihydrofuran-3-carboxylate

Refernces

• 1、 Liu, Zhong,Wu, Ji-Qiang,Yang, Shang-Dong. "Ir(III)-catalyzed direct C-H functionalization of arylphosphine oxides: A strategy for MOP-type ligands synthesis". supporting information. p. 5434 - 5437. Retrieved 2017/11/06.
• 2、 Gol'dfarb, Ya. L.,Dudinov, A. A.,Litvinov, V. P.,Yurit, D. S.,Struchkov, Yu. T.. "SYNTHESIS OF SOME LIGANDS OF THE TRITHIENYLPHOSPHINE SERIES. CRYSTAL AND MOLECULAR STRUCTURES OF trans-DICHLOROBISPALLADIUM(II)". . p. 1021 - 1026. Retrieved 2007/10/02.