4,5-Diphenyl-3,6-dihydro-1,2-dithiine 1-oxide

Base Information

• Chemical Name: 4,5-Diphenyl-3,6-dihydro-1,2-dithiine 1-oxide
• CAS No.: 34826-14-7
• Molecular Formula: C16H14OS2
• Molecular Weight: 286.419
• NSC Number: 161126
• Nikkaji Number: J1.545.208K
• Mol file: 34826-14-7.mol

Synonyms:4,5-Diphenyl-3,6-dihydro-1,2-dithiine 1-oxide;34826-14-7;NSC161126;NSC 161126;4,5-diphenyl-3,6-dihydrodithiine 1-oxide;NSC-161126

Chemical Property of 4,5-Diphenyl-3,6-dihydro-1,2-dithiine 1-oxide

Chemical Property:

• Vapor Pressure: 4.53E-09mmHg at 25°C
• Boiling Point: 484.5°C at 760 mmHg
• Flash Point: 246.8°C
• Density: 1.33g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 286.04860741
• Heavy Atom Count: 19
• Complexity: 363

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(CS(=O)S1)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 4,5-Diphenyl-3,6-dihydro-1,2-dithiine 1-oxide

There total 9 articles about 4,5-Diphenyl-3,6-dihydro-1,2-dithiine 1-oxide 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: 94.0%

4,5-diphenyl-3,6-dihydro-1,2-dithiin (34804-73-4) → 4,5-diphenyl-3,6-dihydro-1,2-dithiine 1-oxide (34826-14-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1080/00397919308009771

Reference yield: 37.0%

2,3-diphenyl-1,3-butadiene (2548-47-2) → 4,5-diphenyl-3,6-dihydro-1,2-dithiine 1-oxide (34826-14-7)

Guidance literature:

With sulfur; trifluoroacetyl peroxide; In dichloromethane;

DOI:10.1002/1521-3773(20010518)40:10<1924::AID-ANIE1924>3.0.CO;2-F

Reference yield:

1-bromovinylbenzene (98-81-7) → 4,5-diphenyl-3,6-dihydro-1,2-dithiine 1-oxide (34826-14-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / Ni(dppe)Cl₂ / diethyl ether / 25 °C

2: 69 percent / sulfur, NH₃(g), pyridine / dimethylformamide / 48 h / 110 °C

3: 94 percent / m-CPBA / CH₂Cl₂ / 2 h / 25 °C

With pyridine; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; ammonia; sulfur; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/00397919308009771

upstream raw materials:

4,5-diphenyl-3,6-dihydro-1,2-dithiin

2,3-diphenyl-1,3-butadiene

1-bromovinylbenzene

1-phenylethenylmagnesium bromide

Downstream raw materials:

2,3-diphenyl-1,3-butadiene

(C₂H₄(P(C₆H₅)2)2)2IrS₂O⁽¹⁺⁾*Cl^(1-)=(C₂H₄(P(C₆H₅)2)2)2IrS₂OCl

cyclopentadienyl(1-oxo-5-(4'-methoxyphenyl)-1,2-dithiol-4-enyl)dicarbonyliron

cyclopentadienyl(1-oxo-5-(4'-acetylphenyl)-1,2-dithiol-4-enyl)dicarbonyliron