2268-79-3

Basic information

• Product Name: 6-Methyl-2-mercaptobenzothiazole
• Synonyms: 2(3H)-Benzothiazolethione,6-methyl-(9CI);6-Methyl-2-mercaptobenzothiazole;6-Methyl-2(3H)-benzothiazolethione;6-Methyl-2-benzothiazolethiol;6-Methylbenzo[d]thiazole-2-thiol;2-Mercapto-6-methylbenzothiazole;6-methyl-3H-1,3-benzothiazole-2-thione
• CAS NO: 2268-79-3
• Molecular Formula: C₈H₇NS₂
• Molecular Weight: 181.28
• Product Categories: BENZOTHIAZOLE;Heterocycles;Heterocyclic Compound
• Mol File: 2268-79-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 183 °C
• Boiling Point: 323 °C
• Flash Point: 149 °C
• Appearance: /
• Density: 1.39
• Vapor Pressure: 0.000277mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-Methyl-2-mercaptobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-2-mercaptobenzothiazole(2268-79-3)
• EPA Substance Registry System: 6-Methyl-2-mercaptobenzothiazole(2268-79-3)

Safety Data

• Hazardous Substances Data: 2268-79-3(Hazardous Substances Data)

Usage

General Description

6-Methyl-2-mercaptobenzothiazole is a chemical compound with the formula C8H7NS2. It is a derivative of benzothiazole and has a molecular weight of 181.28 grams per mole. This chemical is commonly used as a corrosion inhibitor in industrial settings, particularly in the production and transportation of oil and gas. It is also used as a rubber additive to prevent degradation and as a biocide in water treatment. 6-Methyl-2-mercaptobenzothiazole is known for its strong odor and can be toxic if inhaled or ingested at high concentrations. It is important to handle this chemical with caution and to follow proper safety protocols when working with it.

InChI:InChI=1/C8H7NS2/c1-5-2-3-6-7(4-5)11-8(10)9-6/h2-4H,1H3,(H,9,10)

Upstream product

• 3507-26-4 2-chloro-6-methylbenzo[d]thiazole 
• 75-15-0 carbon disulfide 
• 583-68-6 2-bromo-p-toluidine 
• 29289-13-2 2-iodo-4-methylaniline 
• 140-89-6 potassium ethyl xanthogenate 
• 31183-91-2 2-[(2-amino-5-methylphenyl)dithio]-4-methylphenylamine 
• 615-65-6 2-chloro-4-methyl-benzenamine 
• 13194-71-3 2-bromo-4-methyl-aniline; hydrochloride 
• 614-83-5 2-bromo-4-methylacetanilide 
• 106-49-0 p-toluidine 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 77287-34-4 formamide 
• 73901-66-3 N,N-di-p-tolyl-thiourea 
• 50850-93-6 ethyl 2-aminobenzothiazole-6-carboxylate 

Downstream Products

• 2942-15-6 6-methylbenzothiazole 
• 1189350-87-5 6-methyl-2-(p-tolylthio)-1,3-benzothiazole 
• 1189350-88-6 2-(4-methoxyphenylthio)-6-methylbenzo[d]thiazole 
• 3507-26-4 2-chloro-6-methylbenzo[d]thiazole 
• 97479-96-4 1,2-bis(6-methylbenzo[d]thiazol-2-yl)disulfane 
• 150724-85-9 trans-{(methylbenzothiazole-2-thiolato)carbonylbis(triphenylphosphine)rhodium} 
• 150724-82-6 {bis(μ-6-methylbenzothiazole-2-thiolato)dicarbonylbis(triphenylphosphine)dirhodium} 
• 1134644-06-6 2-(benzylsulphanyl)-6-methyl-1,3-benzothiazole 
• 63703-02-6 3-benzyl-6-methyl-benzothiazolium; bromide 
• 63703-05-9 2,3-dibenzyl-6,6'-dimethyl-2,3-dihydro-[2,2']bibenzothiazolyl 
• 3507-35-5 6-methyl-2-(methylthio)benzo[d]thiazole 
• 2536-91-6 6-methylbenzothiazol-2-ylamine 

Relevant articles and documents

Cleaner and greener synthesis of 3H-benzothiazole-2-thione and its derivatives

A cleaner and greener method of synthesis of 3H-benzothiazole-2-thione is being reported in this communication. In this method, various o-iodoaniline derivatives are reacted with carbon disulfide in the presence of Cs2CO3 and tetramethyl ammonium bromide (TMAB) to give 3H-benzothiazole-2-thione and its derivatives in higher yields.

Highly efficient synthesis of 2-mercaptobenzothiazole derivatives in water: Metal sulfide-disulfide dynamic interchange reaction

A convenient and efficient method for the synthesis of 2-mercaptobenzothiazoles from disulfide and CS2 mediated by a metal sulfide in water is described. This synthetic methodology could be used to prepare diverse 2-mercaptobenzothiazole derivatives in good to excellent yields. In this paper, the concept of metal sulfide-disulfide dynamic interchange reaction was put forward. Then the intermediates of the interchange reaction between NaHS and a disulfide were detected by LC-MS, which demonstrated that the S-S bond of the disulfide could be broken by the metal sulfide through the dynamic interchange reaction. In addition, NaHS was eventually transformed into sulfur S8 by the dynamic interchange reaction. Moreover, the underlying mechanism of 2-mercaptobenzothiazole formation is proposed, in which NaHS not only acts as an S-S bond cleaving agent but also as an activator of CS2. As a result, a novel synthetic route for the preparation of sulfur-containing heterocycles from a disulfide is developed.

An efficient copper-catalyzed synthesis of 2-mercaptobenzothiazole through S-arylation/heterocyclization of 2-haloaniline with potassium xanthate

A mild and efficient methodology to produce 2-mercaptobenzothiazoles in DMF via ortho-haloaniline coupling with potassium O-ethyl dithiocarbonate catalyzed by copper without a ligand has been developed.