Sulfiram

Base Information

• Chemical Name: Sulfiram
• CAS No.: 95-05-6
• Molecular Formula: C10H20 N2 S3
• Molecular Weight: 264.48
• European Community (EC) Number: 202-387-3
• NSC Number: 36731
• UNII: 1XHL4Q8P7Y
• DSSTox Substance ID: DTXSID5058222
• Nikkaji Number: J90.658A
• Wikipedia: Sulfiram
• Wikidata: Q7636201
• NCI Thesaurus Code: C66572
• ChEMBL ID: CHEMBL2004297
• Mol file: 95-05-6.mol

Synonyms:monosulfiram;sulfiram;tetraethylthiuram monosulfide

Chemical Property of Sulfiram

Chemical Property:

• Vapor Pressure: 0.000182mmHg at 25°C
• Melting Point: 30-32°
• Refractive Index: 1.5500 (rough estimate)
• Boiling Point: 329.1°Cat760mmHg
• Flash Point: 152.8°C
• PSA: 95.96000
• Density: 1.139g/cm³
• LogP: 2.97300
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 264.07886217
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

98%, ^*data from raw suppliers

Sulfiram ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=S)SC(=S)N(CC)CC
• Uses: As vulcanization agent. sulfiram acts as a vulcanization agent,it is used in combination pesticide compositions for controlling infestation.

Technology Process of Sulfiram

There total 10 articles about Sulfiram 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: 66.0%

N,N-diethylthiocarbamoyl chloride (88-11-9) → tetraethylthiuram monosulfide (95-05-6)

Guidance literature:

With pyridine; hexamethyldisilathiane; Heating;

Reference yield: 62.0%

N,N-diethyldithiocarbamate triethylamine salt (2391-78-8) + N,N-diethylthiocarbamoyl chloride (88-11-9) → tetraethylthiuram monosulfide (95-05-6)

Guidance literature:

In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2020.112500

Reference yield:

sodium N,N-diethyldithiocarbamate (148-18-5) → tetraethylthiuram monosulfide (95-05-6)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; cyanide^(1-);

DOI:10.1246/cl.1988.1247

upstream raw materials:

thiophosgene

sodium N,N-diethyldithiocarbamate

N,N-diethylthiocarbamoyl chloride

disulfiram

Downstream raw materials:

4,4-diethyl-thiosemicarbazide

Refernces

• 1、 Xu, Yi-xiang,Huang, Yun-yuan,Song, Rong-rong,Ren, Yan-liang,Chen, Xin,Zhang, Chao,Mao, Fei,Li, Xiao-kang,Zhu, Jin,Ni, Shuai-shuai,Wan, Jian,Li, Jian. "Development of disulfide-derived fructose-1,6-bisphosphatase (FBPase) covalent inhibitors for the treatment of type 2 diabetes". . . Retrieved 2020/07/25.
• 2、 -. "Method for preparing stearically hindered aryl phosphites". . . Retrieved 2008/06/13.