Phosphine, diphenyl-2-thienyl-

Base Information

• Chemical Name: Phosphine, diphenyl-2-thienyl-
• CAS No.: 61157-16-2
• Molecular Formula: C16H13PS
• Molecular Weight: 268.319
• DSSTox Substance ID: DTXSID30467344
• Nikkaji Number: J1.085.844E
• Mol file: 61157-16-2.mol

Synonyms:Phosphine, diphenyl-2-thienyl-;61157-16-2;thiophenyldiphenylphosphine;SCHEMBL1557158;DTXSID30467344

Chemical Property of Phosphine, diphenyl-2-thienyl-

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 268.04755859
• Heavy Atom Count: 18
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CS3

Technology Process of Phosphine, diphenyl-2-thienyl-

There total 18 articles about Phosphine, diphenyl-2-thienyl- 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%

2-Iodothiophene (3437-95-4,149762-92-5) + (diphenylphosphino)(p-tolyl)methanone (40841-62-1) → diphenyl(2-thienyl)phosphine (61157-16-2)

Guidance literature:

With palladium diacetate; caesium carbonate; In toluene; at 80 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.06.088

Reference yield: 90.0%

2-Iodothiophene (3437-95-4,149762-92-5) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → diphenyl(2-thienyl)phosphine (61157-16-2)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; palladium dichloride; at 120 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.12.018

Reference yield: 84.0%

2-Iodothiophene (3437-95-4,149762-92-5) + diphenylphosphane (829-85-6) → diphenyl(2-thienyl)phosphine (61157-16-2)

Guidance literature:

With potassium acetate; In N,N-dimethyl acetamide; at 130 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.jorganchem.2018.04.018

upstream raw materials:

2-Iodothiophene

(trimethylsilyl)diphenylphosphine

2-thienyl chloride

chloro-diphenylphosphine

Downstream raw materials:

dichloro-bis(diphenyl(2-thienyl)phosphine)platinum(II)

dichloro-bis(diphenyl(2-thienyl)phosphine)palladium(II)

RhCl(CO)2((C₆H₅)2PC₄H₃S)2

[Rh((C₆H₅)2P(SC₄H₃))2(C₈H₁₂)]⁽¹⁺⁾*BF₄^(1-)=[Rh((C₆H₅)2P(SC₄H₃))2(C₈H₁₂)]BF₄

Refernces

• 1、 Xu, Zhaotao,Wang, Pingping,Chen, Qiurong,Cai, Mingzhong. "A practical synthesis of unsymmetrical triarylphosphines by heterogeneous palladium(0)-catalyzed cross-coupling of aryl iodides with diphenylphosphine". . p. 50 - 58. Retrieved 2018/04/23.
• 2、 Nowrouzi, Najmeh,Keshtgar, Saba,Bahman Jahromi, Enayatollah. "Ligand-free palladium catalyzed phosphorylation of aryl iodides". . p. 348 - 350. Retrieved 2016/01/12.