2-Bromothiazole Chemical Properties

Melting point:

171 C

Boiling point:

171 °C (lit.)

Density 

1.82 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.593(lit.)

Flash point:

146 °F

storage temp. 

2-8°C

solubility 

Chloroform, Dichloromethane

pka

0.84±0.10(Predicted)

form 

Liquid

color 

Clear colorless to orange-brown

Specific Gravity

1.836

Water Solubility 

insoluble

BRN 

105724

InChIKey

RXNZFHIEDZEUQM-UHFFFAOYSA-N

CAS DataBase Reference

3034-53-5(CAS DataBase Reference)

NIST Chemistry Reference

Thiazole, 2-bromo-(3034-53-5)

EPA Substance Registry System

Thiazole, 2-bromo- (3034-53-5)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

36/37/38

Safety Statements 

23-24/25-36-26

RIDADR 

1993

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT, FLAMMABLE

HS Code 

29341000

MSDS

• Language:English Provider:2-Bromo-1,3-thiazole
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromothiazole Usage And Synthesis

Description

It is usually used as the intermediate or raw material to produce various products in the organic synthesis and pharmaceutical industry, such as 2-acetylthiazole, antibiotics, and anticholinergic drugs. Specifically, this chemical can act as the raw material to produce camalexin through reaction with indolylmagnesium iodide.¹ Moreover, this substance has been selected as the reactant to prepare the thiazole Grignard reagents and thiazolyllithium compounds, which can be converted into thiazole-2-carboxylic acid via a halogen-metal exchange reaction.^{2, 3} In addition, 2-bromothiazole has been used to synthesize N-aryl aminothiazoles, which are found to function as the inhibitors of cyclin-dependent kinases.⁴ Besides, this compound may be involved in the synthesis of ethynylthiazoles that exhibits a desirable anti-inflammatory activity.⁵

Referrence

1. Ayer, W. A.; Craw, P. A.; Ma, Y. T.; Miao, S. C., SYNTHESIS OF CAMALEXIN AND RELATED PHYTOALEXINS. Tetrahedron 1992, 48, 2919-2924.
2. Kurkjy, R. P.; Brown, E. V., THE PREPARATION OF THIAZOLE GRIGNARD REAGENTS AND THIAZOLYLLITHIUM COMPOUNDS. J. Am. Chem. Soc. 1952, 74, 6260-6262.
3. Beyerman, H. C.; Berben, P. H.; Bontekoe, J. S., THE SYNTHESIS OF THIAZOLE-2-CARBOXYLIC AND OF THIAZOLE-5-CARBOXYLIC ACID VIA A HALOGEN-METAL EXCHANGE REACTION. Recl. Trav. Chim. Pays-Bas-J. Roy. Neth. Chem. Soc. 1954, 73, 325-332.
4. Misra, R. N.; Xiao, H. Y.; Williams, D. K.; Kim, K. S.; Lu, S. F.; Keller, K. A.; Mulheron, J. G.; Batorsky, R.; Tokarski, J. S.; Sack, J. S.; Kimball, D.; Lee, F. Y.; Webster, K. R., Synthesis and biological activity of N-aryl-2-aminothiazoles: potent pan inhibitors of cyclin-dependent kinases. Bioorg. Med. Chem. Lett. 2004, 14, 2973-2977.
5. Geronikaki, A.; Vasilevsky, S.; Hadjipavlou-Litina, D.; Lagunin, A.; Poroikov, B. V., Synthesis and anti-inflammatory activity of ethynylthiazoles. Khim. Geterotsiklicheskikh Soedin. 2006, 769-774.

Chemical Properties

Colourless Liquid

Uses

Aryl halide used to N-arylate 5- and 7-azaindoles.1 Copper-catalyzed cyanation provides 2-cyanothiazole.2

Uses

2-Bromothiazole, is intended used for research purpose only. It is also used as Aryl halide which are used to N-arylate 5- and 7-azaindoles. Copper-catalyzed cyanation provides 2-cyanothiazole

Uses

2-Bromothiazole is a heterocyclic S compound to induce base-pair substitution and having mutagenic activity.

2-Bromothiazole(3034-53-5)Related Product Information

• 2,2'-Dithiobis(benzothiazole)
• Thiazole
• Benzothiazole
• 2-Mercaptobenzothiazole
• Fosthiazate
• 3-Bromoanisole
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• 2-(2-Aminothiazol-4-yl)glyoxylic acid
• 2-BROMOCARBAZOLE
• 2-Bromonaphthalene
• 2-Bromo-1,3-benzothiazole
• 2,4-BROMOTHIAZOLE
• 2-BROMO-4-CHLOROBENZOTHIAZOLE
• 2-BROMOTHIAZOLE-5-METHANOL
• ETHYL 2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLATE
• 2-BROMOTHIAZOLE-4-METHANOL
• 2-BROMOTHIAZOLE-4-CARBALDEHYDE
• 2-BROMOTHIAZOLE-5-CARBOXYLIC ACID