2-Bromothiazole
2-Bromothiazole Basic information
- Product Name:
- 2-Bromothiazole
- Synonyms:
-
- 2-THIAZOLYL BROMIDE
- 2-BROMOTHIOAZOLE
- 2-BROMOTHIAZOLE
- 2-BROMO-1,3-THIAZOLE
- TIMTEC-BB SBB003918
- 2-Bromothiazole, 98+%
- Thiazole, 2-bromo-
- 2-bromo-thiazol
- CAS:
- 3034-53-5
- MF:
- C3H2BrNS
- MW:
- 164.02
- EINECS:
- 221-229-4
- Product Categories:
-
- alkyl bromide
- Building Blocks
- C3 to C7
- Chemical Synthesis
- Halogenated Heterocycles
- Heterocyclic Building Blocks
- Halides
- Heterocyclic Compounds
- Thiazoles
- Sulfur & Selenium Compounds
- Thiazoles, Isothiazoles & Benzothiazoles
- Building Blocks
- Halogenated Heterocycles
- Heterocyclic Building Blocks
- Heterocycles
- Thiazoles, Isothiazoles &Benzothiazoles
- API intermediates
- Organohalides
- Thiazole
- ThiazolesHeterocyclic Building Blocks
- API
- Mol File:
- 3034-53-5.mol
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
- Ayer, W. A.; Craw, P. A.; Ma, Y. T.; Miao, S. C., SYNTHESIS OF CAMALEXIN AND RELATED PHYTOALEXINS. Tetrahedron 1992, 48, 2919-2924.
- Kurkjy, R. P.; Brown, E. V., THE PREPARATION OF THIAZOLE GRIGNARD REAGENTS AND THIAZOLYLLITHIUM COMPOUNDS. J. Am. Chem. Soc. 1952, 74, 6260-6262.
- 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.
- 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.
- 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 Preparation Products And Raw materials
Preparation Products
Raw materials
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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