63837-11-6

Basic information

• Product Name: 5-BROMO-2-METHYLBENZOTHIAZOLE
• Synonyms: 5-BROMO-2-METHYLBENZOTHIAZOLE;2-METHYL-5-BROMOBENZOTHIAZOLE;Bromomethylbenzothiazole;5-Bromo-2-methybenzothiazole;5-Bromo-2-methyl-1,3-benzthiazole;5-BROMO-2-METHYLBENZ;5-Bromo-2-methyl-1,3-benzothiazole;5-broMo-2-Methylbenzo[d]thiazole
• CAS NO: 63837-11-6
• Molecular Formula: C₈H₆BrNS
• Molecular Weight: 228.11
• EINECS: 264-510-7
• Mol File: 63837-11-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 79°C
• Boiling Point: 170 °C / 10mmHg
• Flash Point: 134.7 °C
• Appearance: /
• Density: 1.644 g/cm³
• Vapor Pressure: 0.00217mmHg at 25°C
• Refractive Index: 1.691
• Storage Temp.: 0-10°C
• PKA: 1.14±0.10(Predicted)
• CAS DataBase Reference: 5-BROMO-2-METHYLBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-METHYLBENZOTHIAZOLE(63837-11-6)
• EPA Substance Registry System: 5-BROMO-2-METHYLBENZOTHIAZOLE(63837-11-6)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 63837-11-6(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

InChI:InChI=1/C8H6BrNS/c1-5-10-7-4-6(9)2-3-8(7)11-5/h2-4H,1H3

Upstream product

• 139192-88-4 2-amino-4-bromophenyl methyl sulphide 
• 364-73-8 4-Bromo-1-fluoro-2-nitrobenzene 
• 345635-46-3 4-bromo-1-methylsulfanyl-2-nitro-benzene 
• 120-75-2 2-Methylbenzothiazole 
• 398132-82-6 2-methylbenzo[d]thiazol-5-yl trifluoromethanesulfonate 
• 32770-99-3 5-Amino-2-methylbenzothiazole dihydrochloride 
• 25462-66-2 N-(2,5-dibromophenyl)acetamide 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 76209-05-7 4,4′-dibromo-2,2′-dinitrodiphenyl disulfide 
• 108-24-7 acetic anhydride 
• 110704-51-3 N-(2,5-dibromophenyl)ethanethioamide 
• 29452-12-8 3-bromothioacetanilide 

Downstream Products

• 90418-93-2 2-methyl-1,3-benzothiazole-5-carbonitrile 
• 892873-36-8 3-(2-methyl-benzothiazol-5-yl)-benzaldehyde 
• 406232-92-6 5-bromo-2-ethylbenzo[d]thiazole 
• 406232-66-4 4-(1H-indol-6-yl)benzoic acid 
• 406232-74-4 4-(2-methyl-1,3-benzothiazol-5-yl)benzoic acid 
• 71215-89-9 2-methyl-5-phenylbenzo[d]thiazole 
• 791614-90-9 2‐methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole 
• 109395-50-8 5-mesityl-2-methyl-benzothiazole 
• 95-26-1 2,5-dimethylbenzothiazole 
• 1066-44-0 trimethyltin bromide 
• 110704-13-7 2-(bromomethyl)-5-bromobenzothiazole 
• 103754-68-3 (2-methyl-benzothiazol-5-yl)-acetonitrile 
• 91559-24-9 5-diethylamino-2-methylbenzothiazole 

Relevant articles and documents

Di- tert-butyl Peroxide-Mediated Radical C(sp2/sp3)-S Bond Cleavage and Group-Transfer Cyclization

A novel strategy of cascade radical C(sp2/sp3)-S bond cleavage and group-transfer cyclization is disclosed. Triggered by alkyl radicals, varieties of 2-isocyanoaryl thioethers containing aliphatic, aryl, and heteroaromatic groups can be cleaved and precisely reinstalled to give benzothiazole derivatives. Mechanistic studies reveal that the cascade reaction undertakes an intermolecular pathway, and the inner radical sources (R radicals) exhibit high priority over those of methyl radical origin from di-tert-butyl peroxide.

Regioselective one-pot synthesis of 2-aryl-6-bromobenzothiazole from arylaldehyde and 2-aminothiophenol with phenyltrimethylammonium tribromide in the presence of a catalytic amount of antimony(III) bromide

Various 2-aryl-6-bromo-1,3-benzothiazoles were regioselectively afforded in good yields by the reaction of arylaldehydes and 2-aminothiophenol with phenyltrimethylammonium tribromide in the presence of a catalytic amount of SbBr3 in CH2Cl2 at room temperature.

Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides

The palladium-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) has been developed using dialkylbiaryl phosphine ligands. A variety of aryl, heteroaryl, and vinyl halides can be prepared via this method in