2-Methylmercaptobenzothiazole Chemical Properties

Melting point:

43-46 °C(lit.)

Boiling point:

177 °C / 22mmHg

Density 

1.2625 (rough estimate)

refractive index 

1.5700 (estimate)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly), Methanol (Slightly, Sonicated)

form 

Solid

pka

1.22±0.10(Predicted)

color 

White to Off-White

Odor

at 0.10 % in dipropylene glycol. fatty woody smoky

Odor Type

fatty

InChI

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

InChIKey

UTBVIMLZIRIFFR-UHFFFAOYSA-N

SMILES

CSc1nc2ccccc2s1

LogP

3.150

CAS DataBase Reference

615-22-5(CAS DataBase Reference)

NIST Chemistry Reference

2-(Methylthio)benzothiazole(615-22-5)

EPA Substance Registry System

2-(Methylthio)benzothiazole (615-22-5)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

36/37/38-15

Safety Statements 

26-36-43

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

29342000

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:2-Methylmercaptobenzothiazole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2-Methylmercaptobenzothiazole Usage And Synthesis

Chemical Properties

colorless to light yellow crystalline powder

Uses

2-(Methylthio)Benzothiazole could be useful for removing pollutants in drinking water.

Uses

2-(Methylthio)benzothiazole was used in trace determination of polar 1H-benzotriazoles and benzothiazoles in drinking and surface water by liquid chromatography-electrospray mass spectrometry.

Definition

ChEBI: An organic sulfide that is the methyl thioether of 1,3-benzothiazole-2-thiol.

General Description

2-(Methylthio)benzothiazole is the degradation product of 2-(thiocyanomethylthio)benzothiazole, a biocide used in the leather, pulp, paper and water-treatment industries.

Synthesis

16.7 g of 2-mercaptobenzothiazole was added to 100 ml of dichloromethane, 11.5 g of triethylamine was added, stirring to dissolve all the material, 13.1 g of dimethyl sulfate was added dropwise, after completion of dropwise addition stirring was carried out for 2 hrs at 45 degree C. TLC tracked the completion of the reaction, the reaction mixture was washed with water and evaporated to dryness. The residue was dissolved using 100 ml of anhydrous ethanol and crystallized by stirring at about 0 degree C. Benzothiazol-2-yl-methyl sulfide (I) precipitated as white crystals. It was filtered and dried in a vacuum oven to give 17.6 g of 2-methylthio benzothiazole.

Metabolic pathway

When 2-methylthiobenzothiazole and 35S-labeled glutathione (GSH) are incubated with rat liver microsomes, both 35S-labeled S-(2- benzothiazolyl)glutathione and 2- mercaptobenzothiazole are isolated from the reaction mixtures. Glutathione-S-transferase appears to be involved in the S-(2- benzothiazolyl)glutathione formation. Although sulfur is exchanged in this pathway, the net result of this pathway which involves oxidation of the methylthio group and GSH conjugation is an apparent S-demethylation of the methylthio group. Another S-demethylation pathway that does not involve GSH conjugation also functions in vitro.

2-Methylmercaptobenzothiazole(615-22-5)Related Product Information

• ISOMETHIOZIN
• Benzothiazole
• 2,2'-Dithiobis(benzothiazole)
• 2-Mercaptobenzothiazole
• Thioridazine
• Diltiazem hydrochloride
• Methimazole
• 2-Methylbenzothiazole
• Borane-methyl sulfide complex
• Dimethyl sulfide
• 2-(METHYLTHIO)-1,3-BENZOTHIAZOL-6-AMINE
• 2-(1,3-BENZOTHIAZOL-2-YLTHIO)SUCCINIC ACID
• Sodium 3-(benzothiazol-2-ylthio)-1-propanesulfonate
• 2-Mercaptobenzothiazolyl-(Z)-(2-aminothiazol-4-yl)-2-(tert-butoxycarbonyl) isopropoxyiminoacetate
• DIETHYLDITHIOCARBAMIC ACID 2-BENZOTHIAZOLYL ESTER
• TAEM
• 2-[(2,4-Dinitrophenyl)thio]-benzothiazole
• 2-CARBETHOXYTHIOBENZTHIAZOLE