Tetramethylthiuram monosulfide

Base Information

• Chemical Name: Tetramethylthiuram monosulfide
• CAS No.: 97-74-5
• Molecular Formula: C6H12N2S3
• Molecular Weight: 208.373
• Hs Code.: 2930.30
• European Community (EC) Number: 202-605-7
• NSC Number: 4767,3400
• UNII: 01W430XXSQ
• DSSTox Substance ID: DTXSID0021333
• Nikkaji Number: J3.979I
• Wikipedia: Tetramethylthiuram_sulfide
• Wikidata: Q27231461
• Metabolomics Workbench ID: 154844
• ChEMBL ID: CHEMBL571700
• Mol file: 97-74-5.mol

Synonyms:tetramethylthiuram monosulfide;TMTM

Chemical Property of Tetramethylthiuram monosulfide

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0.0119mmHg at 25°C
• Melting Point: 106-110 °C
• Refractive Index: 1.64
• Boiling Point: 260.9 °C at 760 mmHg
• PKA: 0.93±0.50(Predicted)
• Flash Point: 111.6 °C
• PSA: 95.96000
• Density: 1.255 g/cm³
• LogP: 1.41260
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 208.01626191
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Tetramethylthiuram Monosulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 22-43-51/53
• Safety Statements: 24-26-37-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: CN(C)C(=S)SC(=S)N(C)C
• Description: Tetramethylthiuram mono sulfide is a rubber accelerator, contained in the "thiuram mix". The most frequent occupational categories are metal industry, homemakers, health services and laboratories, and building industries.
• Uses: Tetramethylthiuram monosulfide is used accelerator and activator for natural rubber nitrile-butadiene and butyl rubber. Ultraaccelerator for rubber, fungicide, insecticide.

Technology Process of Tetramethylthiuram monosulfide

There total 35 articles about Tetramethylthiuram monosulfide 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: 88.0%

N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → bis(dimethylthiocarbamoyl)sulfide (97-74-5)

Guidance literature:

With potassium cyanocarbonimidodithioate; In water; at 25 - 30 ℃; for 24h;

Reference yield: 68.0%

N,N-Dimethylthiocarbamoyl chloride (16420-13-6) + sodium dimethyldithiocarbamate (128-04-1) → bis(dimethylthiocarbamoyl)sulfide (97-74-5)

Guidance literature:

In acetonitrile; at 0 - 5 ℃;

DOI:10.1016/j.ejmech.2017.11.060

Reference yield: 61.6%

Thiram (137-26-8,93196-73-7) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → bis(dimethylthiocarbamoyl)sulfide (97-74-5) + 2,2,2-Triphenyl-2λ5-thiaphosphirane-3-carboxylic acid ethyl ester + Dimethylthiocarbamoylsulfanyl-(triphenyl-λ5-phosphanylidene)-acetic acid ethyl ester + triphenylphosphine sulfide (3878-45-3)

Guidance literature:

In tetrahydrofuran; for 8h; Heating;

DOI:10.1016/S0040-4020(01)80155-1

upstream raw materials:

thiophosgene

diethyl ether

sodium dimethyldithiocarbamate

ethanol

Downstream raw materials:

N,N-dimethyl-3-thiophenecarbothioamide

dimethyl amine

1,1,3,3-tetramethyl-2-thiourea

Thiram

Refernces

• 1、 Okamoto, Ken,Housekeeper, Jeremy B.,Luscombe, Christine K.. "Room-temperature carbon-sulfur bond formation from Ni(II) σ-aryl complex via cleavage of the S-S bond of disulfide moieties". . p. 639 - 643. Retrieved 2013/11/19.
• 2、 Koketsu, Mamoru,Otsuka, Toshihiro,Swenson, Dale,Ishihara, Hideharu. "The synthesis of 1-thia-6-oxa-6aλ4-seleno-3-azapentalene and a 3H-1,2,4-dithiazole". . p. 613 - 616. Retrieved 2008/03/27.