2,2'-Dithiobis(benzothiazole)

Base Information

• Chemical Name: 2,2'-Dithiobis(benzothiazole)
• CAS No.: 120-78-5
• Deprecated CAS: 109767-80-8,137497-18-8,258278-97-6,186983-60-8,2293932-50-8,137497-18-8,258278-97-6
• Molecular Formula: C14H8N2S4
• Molecular Weight: 332.495
• Hs Code.: 29342020
• European Community (EC) Number: 204-424-9
• ICSC Number: 0505
• NSC Number: 677459,2
• UN Number: 3077
• UNII: 6OK753033Z
• DSSTox Substance ID: DTXSID1020146
• Nikkaji Number: J2.004D
• Wikidata: Q2795423
• Pharos Ligand ID: F2TZDJUA925D
• Metabolomics Workbench ID: 58602
• ChEMBL ID: CHEMBL508112
• Mol file: 120-78-5.mol

Synonyms:Vulcanization accelerator DM (MBTS);2,2'-Benzothiazolyl disulfide;2-Benzothiazyldisulfide;2-Mercaptobenzothiazole disulfide;AcceleratorDM;Altax;Benzothiazolyl disulfide;Benzothiazyldisulfide;Bis(2-benzothiazolyl) disulfide;Bis(benzothiazol-2-yl)disulfide;2,2'-Dithiobis(benzothiazole);1,2-Bis(2-benzothiazolyl)disulfide;

Chemical Property of 2,2'-Dithiobis(benzothiazole)

Chemical Property:

• Appearance/Colour: yellow amorphous powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 177-180 °C(lit.)
• Refractive Index: 1.752
• Boiling Point: 532.5 °C at 760 mmHg
• PKA: -0.58±0.10(Predicted)
• Flash Point: 275.8 °C
• PSA: 132.86000
• Density: 1.57 g/cm³
• LogP: 5.70540
• Storage Temp.: Store below +30°C.
• Solubility.: 0.01g/l
• Water Solubility.: <0.01 g/100 mL at 21℃
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 331.95703296
• Heavy Atom Count: 20
• Complexity: 311
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

2,2’-DibenzothiazoylDisulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 31-43-50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)SSC3=NC4=CC=CC=C4S3
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance may be irritating to the eyes.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Description: 2,2′-Dithiobis(benzothiazole) (120-78-5) can be used as accelerator for general rubber. It is also used as plasticizer in chloroprene rubbes1. It is a Standardized Chemical Allergen. The physiologic effect of 2,2'-dithiobisbenzothiazole is by means of Increased Histamine Release, and Cell-mediated Immunity2. Its industry uses also include fillers, fuels and fuel additives, intermediates, process regulator, propels and blowing agents2. Dibenzothiazyl disulfide is a rubber chemical used as a vulcanization accelerant. The most frequent occupational categories are metal industry, homemakers, health services and laboratories, and building industries.
• Uses: 2,2’Dibenzothiazoyl Disulfide has the potential to combat HPV, acting as a zinc-ejecting inhibitor. It also can act as radical polymerization photo-initiators or co-initiators. Dibenzothiazyl disulfide is an accelerator for natural rubber, nitrile-butadiene, butyl and styrene-butadiene rubber; a retarder for chloroprene rubber.

Technology Process of 2,2'-Dithiobis(benzothiazole)

There total 123 articles about 2,2'-Dithiobis(benzothiazole) 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: 98.0%

sodium 2-mercaptobenzothiazole (2492-26-4) → di(benzothiazol-2-yl)disulfide (120-78-5)

Guidance literature:

With bromonitromethane; In methanol;

Reference yield: 97.5%

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate (80756-85-0) → di(benzothiazol-2-yl)disulfide (120-78-5)

Guidance literature:

With tetrabutylammomium bromide; ozone; In methanol; at 44 ℃; for 1.5h; Concentration; Temperature; Large scale;

Reference yield: 95.0%

2-thioxo-3H-1,3-benzothiazole (149-30-4,81605-65-4) → di(benzothiazol-2-yl)disulfide (120-78-5)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 25 ℃;

upstream raw materials:

2-thioxo-3H-1,3-benzothiazole

sodium 2-mercaptobenzothiazole

chlorothio-trichloro-methane

benzothiazole sulfenamide

Downstream raw materials:

2,2'-dipyridyldisulphide

cystamine dihydrochioride

di(p-tolyl) disulfide

2-(benzyldisulfanyl)benzo[d]thiazole

Refernces

• 1、 Pashinnik, Valeriy E.,Guzyr, Alexander I.,Borovikov, Alexei V.,Shermolovich, Yuriy G.. "2-Benzothiazolyl-N-(arenesulfonyl)-sulfinimidoyl fluorides". . p. 352 - 356. Retrieved 2005.
• 2、 Gan, Ziyu,Yan, Qiuli,Li, Guoqing,Li, Qin,Dou, Xiaomeng,Li, Guang-Yao,Yang, Daoshan. "Copper-Catalyzed Domino Synthesis of Sulfur-Containing Heterocycles Using Carbon Disulfide as a Building Block". . p. 4558 - 4567. Retrieved 2019.
• 3、 Davies,Sexton. "-". . p. 11. Retrieved 1944.
• 4、 He, Mingchuang,Yan, Zhaohua,Zhu, Fuyuan,Lin, Sen. "Copper-Catalyzed Coupling Reactions of Cyclobutanone Oxime Esters with Sulfur Nucleophiles at Room Temperature". . p. 15438 - 15448. Retrieved 2019/01/04.