2268-77-1

Basic information

• Product Name: 4-Methyl-2-mercaptobenzothiazole
• Synonyms: 2(3H)-Benzothiazolethione,4-methyl-(9CI);4-Methyl-2-mercaptobenzothiazole;4-Methyl-3H-1,3-benzothiazole-2-thione;4-Methylbenzo[d]thiazole-2(3H)-thione;2-Mercapto-4-methylbenzothiazole
• CAS NO: 2268-77-1
• Molecular Formula: C₈H₇NS₂
• Molecular Weight: 181.28
• Product Categories: BENZOTHIAZOLE;Heterocycles;Heterocyclic Compound
• Mol File: 2268-77-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 161 °C
• Boiling Point: 308.7 °C at 760 mmHg
• Flash Point: 140.5 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 0.000668mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: 2-8°C
• PKA: 9.67±0.20(Predicted)
• CAS DataBase Reference: 4-Methyl-2-mercaptobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-mercaptobenzothiazole(2268-77-1)
• EPA Substance Registry System: 4-Methyl-2-mercaptobenzothiazole(2268-77-1)

Safety Data

• Hazardous Substances Data: 2268-77-1(Hazardous Substances Data)

Usage

General Description

4-Methyl-2-mercaptobenzothiazole, also known as 2-Benzothiazolethiol, 4-methyl- and 4-Methylbenzothiaz-2-yl mercaptan, is a chemical compound primarily used as an intermediate and anti-rust agent in the rubber industry. It appears as a pale-yellow to light-brown crystalline powder or brown oily liquid, with a strong scent of rubber. Exposure to this chemical can be through inhalation, ingestion, skin, and eye contact, which may cause irritation, nausea, and allergic reactions. 4-Methyl-2-mercaptobenzothiazole is also moderately toxic to aquatic life and can potentially bioaccumulate, making it a concern for environmental health. Controlling the exposure and adhering to safety measures is therefore crucial when handling 4-Methyl-2-mercaptobenzothiazole.

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

Upstream product

• 75-15-0 carbon disulfide 
• 86749-03-3 6,6′-disulfanediylbis(2-methylaniline) 

Downstream Products

• 52904-73-1 4-methyl-benzothiazole-2-sulfenic acid cyclohexylamide 
• 1477-42-5 4-methyl-1,3-benzothiazol-2-amine 
• 20174-68-9 4-methyl-2-hydrazinobenzothiazole 
• 3622-20-6 4-methyl-2-methylsulfanyl-1,3-benzothiazole 
• 1448856-31-2 2-(phenylthio)-4-methylbenzo[d]thiazole 

Relevant articles and documents

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.