1,2-Benzenedithiol, 3,4,5,6-tetrachloro-

Base Information

• Chemical Name: 1,2-Benzenedithiol, 3,4,5,6-tetrachloro-
• CAS No.: 13801-50-8
• Molecular Formula: C6H2Cl4S2
• Molecular Weight: 280.0221
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID1065639
• Nikkaji Number: J421.896E
• Wikidata: Q81992299
• Mol file: 13801-50-8.mol

Synonyms:13801-50-8;Tetrachloro-o-benzenedithiol;1,2-Benzenedithiol, 3,4,5,6-tetrachloro-;3,4,5,6-tetrachlorobenzene-1,2-dithiol;3,4,5,6-Tetrachloro-1,2-benzenedithiol;tetrachlorobenzene-1,2-dithiol;C6H2Cl4S2;SCHEMBL1425050;C6-H2-Cl4-S2;Tetrachlorobenzene-1,2-bisthiol;DTXSID1065639;D88028

Chemical Property of 1,2-Benzenedithiol, 3,4,5,6-tetrachloro-

Chemical Property:

• Vapor Pressure: 6.75E-06mmHg at 25°C
• Boiling Point: 388.7°Cat760mmHg
• Flash Point: 160.4°C
• PSA: 77.60000
• Density: 1.723g/cm³
• LogP: 4.87760
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 279.832253
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)S)S

Technology Process of 1,2-Benzenedithiol, 3,4,5,6-tetrachloro-

There total 2 articles about 1,2-Benzenedithiol, 3,4,5,6-tetrachloro- 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: 45.0%

hexachlorobenzene (118-74-1,67471-27-6) → 3,4,5,6-tetrachlorobenzene-1,2-dithiol (13801-50-8)

Guidance literature:

hexachlorobenzene; With sodium hydrogen sulfide; iron; sulfur; In N,N-dimethyl-formamide; at 140 ℃; for 8h; Inert atmosphere;

With zinc(II) oxide; sodium hydroxide; In methanol; water; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/acs.inorgchem.7b01589

Reference yield:

→ 3,4,5,6-tetrachlorobenzene-1,2-dithiol (13801-50-8)

Guidance literature:

Hexachlorbenzene, Na2S, 9H2O, red. Fe-Pulver;

DOI:10.1039/j19690002258

Reference yield: 56.0%

tetracarbonylnorbornadienchrom (12146-36-0) + trisacetonitrile(tricarbonyl)chromium(0) (16800-46-7,22736-49-8) + 3,4,5,6-tetrachlorobenzene-1,2-dithiol (13801-50-8) + lithium methanolate (865-34-9) + tetraphenyl phosphonium chloride (2001-45-8) → 2P(C6H5)4(1+)*{Cr2(CO)7(S2C6Cl4)}(2-)*CH3CN={P(C6H5)4}2{Cr2(CO)7(S2C6Cl4)}*CH3CN

Guidance literature:

In tetrahydrofuran; methanol; N2; a solution of Cr(CO)3(CH3CN)3 in THF was combined with a solution of the dithiol and LiOMe in CH3OH; a solution of Cr(CO)4C7H8 in THF was added and the mixture was stirred for 20 h; layering with a CH3OH solution of the phosphonium chloride;; crystn.; recrystn. from CH3OH/CH3CN; washing with CH3OH; drying; elem. anal.;;

upstream raw materials:

hexachlorobenzene

Refernces

• 1、 Zaffaroni, Riccardo,Dzik, Wojciech I.,Detz, Remko J.,van der Vlugt, Jarl Ivar,Reek, Joost N. H.. "Proton Relay Effects in Pyridyl-Appended Hydrogenase Mimics for Proton Reduction Catalysis". supporting information. p. 2498 - 2509. Retrieved 2019/05/28.
• 2、 Lv, Hongjin,Ruberu, T. Purnima A.,Fleischauer, Valerie E.,Brennessel, William W.,Neidig, Michael L.,Eisenberg, Richard. "Catalytic Light-Driven Generation of Hydrogen from Water by Iron Dithiolene Complexes". . p. 11654 - 11663. Retrieved 2016/10/07.