2-Mercaptobenzothiazole

Base Information

• Chemical Name: 2-Mercaptobenzothiazole
• CAS No.: 149-30-4
• Deprecated CAS: 112242-83-8,119170-41-1,12640-90-3,4464-58-8,55199-93-4,81605-65-4,1321-08-0,2213445-86-2,885216-62-6,119170-41-1,12640-90-3,1321-08-0,4464-58-8,55199-93-4
• Molecular Formula: C7H5NS2
• Molecular Weight: 167.255
• Hs Code.: 29342020
• European Community (EC) Number: 205-736-8,205-840-3
• ICSC Number: 1183
• NSC Number: 2041
• UN Number: 2811,3077,1228
• UNII: 5RLR54Z22K
• DSSTox Substance ID: DTXSID1020807
• Nikkaji Number: J2.552F
• Wikipedia: Mercaptobenzothiazole,2-mercaptobenzothiazole
• Wikidata: Q904160
• NCI Thesaurus Code: C83512
• Metabolomics Workbench ID: 52104
• ChEMBL ID: CHEMBL111654
• Mol file: 149-30-4.mol

Synonyms:2-mercaptobenzothiazole;2-thiobenzothiazole;captax;captax, bismuth(+3) salt;captax, cobalt(+2) salt;captax, copper(+2) salt;captax, lead(+2) salt;captax, mercury (+2) salt;captax, potassium salt;captax, silver(+1) salt;captax, sodium salt;captax, zinc salt;mebetizol

Chemical Property of 2-Mercaptobenzothiazole

Chemical Property:

• Appearance/Colour: beige or light yellow powder with a faint odour
• Vapor Pressure: 0.000844mmHg at 25°C
• Melting Point: 177-181 °C(lit.)
• Refractive Index: 1.783
• Boiling Point: 305 °C at 760 mmHg
• PKA: 9.80±0.20(Predicted)
• Flash Point: 138.3 °C
• PSA: 79.93000
• Density: 1.46 g/cm³
• LogP: 2.58500
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 0.12g/l
• Water Solubility.: <0.1 g/100 mL at 19℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.98634151
• Heavy Atom Count: 10
• Complexity: 158
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Benzothiazolethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 24-37-60-61

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)NC(=S)S2
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
• 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. This substance is probably carcinogenic to humans.
• Description: Mercaptobenzothiazole is a rubber chemical, an accelerant of vulcanization. It is contained in the "mercapto mix". The most frequent occupational categories are metal industry, homemakers, health services and laboratories, building industries, and shoemakers. It is also used as a corrosion inhibitor in cutting fluids or in releasing fluids used in the pottery industry.
• Uses: 2-Mercaptobenzothiazole (MBT) is an industrial chemical that is used principally in the manufacture of rubber.Vulcanization accelerator for type of rubber usually used in the production of household rubber gloves rather than medical rubber gloves; corrosion inhibitor in metal-working fluids, detergents, antifreeze, and photographic emulsions. In addition, 2-MBT is formed as a reaction product from some vulcanisation accelerators in elastomer production.

Technology Process of 2-Mercaptobenzothiazole

There total 280 articles about 2-Mercaptobenzothiazole 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: 93.0%

methyl phosphite (96-36-6,868-85-9) + N-piperidin-2-benzothiazole sulfenamide (26773-65-9) → 2-methylmercaptobenzothiazole (615-22-5) + Dimethyl piperididophosphate (597-24-0) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

DOI:10.1246/cl.1980.695

Reference yield: 91.0%

4-(benzothiazole-2-sulfenyl)-morpholine (102-77-2) + phosphorous acid trimethyl ester (121-45-9) → 2-methylmercaptobenzothiazole (615-22-5) + N,N-oxydiethylene-O,O-dimethylphosphoramidate (597-25-1) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

DOI:10.1246/cl.1980.695

Reference yield: 85.0%

2-(2-pentynyl)-2-(2-benzothiazolylthio)cyclopentanone (68898-27-1) → 2-(Pent-2-enyl)cyclopentan-1-one (57026-62-7) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

tetraethylammonium tosylate; In methanol; Electrochemical reduction (Pt cathode);

DOI:10.1021/jo01295a040

upstream raw materials:

bis(2-nitrophenyl)disulfide

1,3-Benzothiazole

Allylthiourea

2-chlorobenzo[d][1,3]thiazole

Downstream raw materials:

N-piperidin-2-benzothiazole sulfenamide

4-(benzothiazole-2-sulfenyl)-morpholine

1,4-bis-(benzothiazole-2-sulfenyl)-piperazine

2-(2,6-dimethyl-morpholin-4-ylsulfanyl)-benzothiazole

Refernces

• 1、 Watt. "-". . p. 436,437, 439. Retrieved 1939.
• 2、 Wang, Fei,Xi, Chanjuan,Zhao, Peng. "A convenient metal-free method for the synthesis of benzothiazolethiones from o-haloanilines and carbon disulfide". . p. 1477 - 1480. Retrieved 2012.
• 3、 Li, Wei-wei,Zheng, Hui. "A Highly Efficient Synthesis of 2-Benzimidazolthiones and Their Congeners under Mild Conditions". . p. 175 - 181. Retrieved 2019.
• 4、 -. "PROCESS FOR THE PURIFICATION OF 2 MERCAPTOBENZOTHIAZOLE". Page/Page column 7-13. . Retrieved 2021/11/26.
• 5、 Srivastava, Nitin,Kishore, Ram. "Cleaner and greener synthesis of 3H-benzothiazole-2-thione and its derivatives". . p. 29 - 39. Retrieved 2020/08/14.