Diphenyl[(E)-styryl]phosphine sulfide

Base Information

• Chemical Name: Diphenyl[(E)-styryl]phosphine sulfide
• CAS No.: 4319-11-3
• Molecular Formula: C20H17 P S
• Molecular Weight: 320.395
• NSC Number: 155325
• Nikkaji Number: J848.940H,J994.219J,J3.645.120C
• Mol file: 4319-11-3.mol

Synonyms:Diphenyl[(E)-styryl]phosphine sulfide;4319-11-3;diphenyl-[(E)-2-phenylethenyl]-sulfanylidene-lambda5-phosphane;C20H17PS;NSC155325;Diphenyl(styryl)phosphine sulfide;(cis-Styryl)diphenylphosphine sulfide;NSC-155325;J3.645.120C;Z56808992

Chemical Property of Diphenyl[(E)-styryl]phosphine sulfide

Chemical Property:

• Vapor Pressure: 1.84E-08mmHg at 25°C
• Boiling Point: 467.3°Cat760mmHg
• Flash Point: 236.4°C
• Density: 1.18g/cm³
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 320.07885871
• Heavy Atom Count: 22
• Complexity: 374

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)C=CP(=S)(C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/P(=S)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Diphenyl[(E)-styryl]phosphine sulfide

There total 5 articles about Diphenyl[(E)-styryl]phosphine 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: 100.0%

1-(diphenylphosphino)-2-phenylethylene (794-39-8) → Diphenyl-styryl-thiophosphinoxid (4319-11-3)

Guidance literature:

1-(diphenylphosphino)-2-phenylethylene; With tris[2-phenylpyridinato-C₂,N]iridium(III); N-fluorobis(benzenesulfon)imide; (trimethylsilyl)diphenylphosphine; In 1,2-dichloro-ethane; at 20 ℃; for 4.5h; Schlenk technique; Inert atmosphere; Irradiation;

With sulfur; In 1,2-dichloro-ethane; for 0.5h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.7b02223

Reference yield:

β-Diphenylphosphinylstyrol (795-47-1) → Diphenyl-styryl-thiophosphinoxid (4319-11-3)

Guidance literature:

With Lawessons reagent;

DOI:10.1002/anie.201916076

Reference yield:

diphenylphosphane (829-85-6) → Diphenyl-styryl-thiophosphinoxid (4319-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / sulfur / toluene

2: 93 percent / Et₃B; O₂ / dioxane; hexane / 20 °C

With triethyl borane; oxygen; sulfur; In 1,4-dioxane; hexane; toluene;

DOI:10.1055/s-2005-921888

upstream raw materials:

1-(diphenylphosphino)-2-phenylethylene

styrylthiophosphonic dichloride

phenyllithium

diphenylphosphane

Downstream raw materials:

S(+)-1,2-bis-(diphenylphosphino)-1-phenylethane

Refernces

• 1、 Otomura, Nobutaka,Okugawa, Yuto,Hirano, Koji,Miura, Masahiro. "Vic-Diphosphination of Alkenes with Silylphosphine under Visible-Light-Promoted Photoredox Catalysis". supporting information. p. 4802 - 4805. Retrieved 2017/09/23.