Tetraphenyldiphosphane disulfide

Base Information

• Chemical Name: Tetraphenyldiphosphane disulfide
• CAS No.: 1054-60-0
• Molecular Formula: C24H20 P2 S2
• Molecular Weight: 434.502
• NSC Number: 177902
• DSSTox Substance ID: DTXSID90909513
• Nikkaji Number: J1.931.597E,J543.210C
• Wikidata: Q82879130
• Mol file: 1054-60-0.mol

Synonyms:1054-60-0;Tetraphenyldiphosphane disulfide;NSC177902;SCHEMBL10295074;DTXSID90909513;VSECRTBYBKQVFZ-UHFFFAOYSA-N;NSC-177902;1,1,2,2-Tetraphenyldiphosphane 1,2-disulfide #;1,1,2,2-Tetraphenyl-1lambda~5~,2lambda~5~-diphosphane-1,2-dithione;5181-12-4

Chemical Property of Tetraphenyldiphosphane disulfide

Chemical Property:

• Vapor Pressure: 2.83E-12mmHg at 25°C
• Boiling Point: 566.7°C at 760 mmHg
• Flash Point: 296.5°C
• Density: 1.28g/cm³
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 434.04816698
• Heavy Atom Count: 28
• Complexity: 481

Purity/Quality:

98%min ^*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(=S)(C2=CC=CC=C2)P(=S)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Tetraphenyldiphosphane disulfide

There total 9 articles about Tetraphenyldiphosphane disulfide 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: 84.0%

tetraphenyldiphosphane monosulfide (26978-37-0) → tetraphenyldiphosphine disulfide (1054-60-0)

Guidance literature:

With sulfur; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/chem.201900073

Reference yield: 52.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + lithium diisopropyl amide (4111-54-0) → N,N-diisopropyl-P,P-diphenylphosphinothioic amide + tetraphenyldiphosphine disulfide (1054-60-0)

Guidance literature:

chloro-diphenylphosphine; lithium diisopropyl amide; In diethyl ether; at 0 - 20 ℃;

With sulfur; In diethyl ether; Further stages.;

DOI:10.1039/b009867l

Reference yield: 24.0%

2,5-diphenyl-p-benzoquinone (844-51-9) + diphenylphosphane (829-85-6) → C42H32O2P2S2 (1579997-26-4) + tetraphenyldiphosphine disulfide (1054-60-0)

Guidance literature:

diphenylphosphane; With C₁₈H₂₂N₃Pd⁽¹⁺⁾*ClO₄^(1-); In chloroform; at 20 ℃; for 0.0333333h; Inert atmosphere; Schlenk technique;

2,5-diphenyl-p-benzoquinone; With triethylamine; In chloroform; at -45 ℃; for 20h; Inert atmosphere; Schlenk technique;

With sulfur; at 20 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja501007t

upstream raw materials:

Tetraphenyldiphosphin

diphenylbenzylthiophosphine sulfide

chloro-diphenylphosphine

lithium diisopropyl amide

Downstream raw materials:

fac-[Re(CO)3Br(Ph₂P(S)P(S)Ph)]

1,1-diethyl-2,2-diphenyldiphosphine disulfide

tetraphenyldiphosphine-1-oxide-2-sulfide

S-decyl diphenylphosphinodithioate

Refernces

• 1、 Huchenski, Blake S. N.,Speed, Alexander W. H.. "Room-temperature reduction of sulfur hexafluoride with metal phosphides". supporting information. p. 7128 - 7131. Retrieved 2021/07/28.
• 2、 Huang, Yinhua,Li, Yongxin,Leung, Pak-Hing,Hayashi, Tamio. "Asymmetric synthesis of P -stereogenic diarylphosphinites by palladium-catalyzed enantioselective addition of diarylphosphines to benzoquinones". supporting information. p. 4865 - 4868. Retrieved 2014/04/17.