ChemicalBook--->CAS DataBase List--->3034-53-5

3034-53-5

3034-53-5 Structure

3034-53-5 Structure
IdentificationMore
[Name]

2-Bromothiazole
[CAS]

3034-53-5
[Synonyms]

2-BROMO-1,3-THIAZOLE
2-BROMOTHIAZOLE
2-BROMOTHIOAZOLE
2-THIAZOLYL BROMIDE
TIMTEC-BB SBB003918
2-bromo-thiazol
2-Bromothiazole, 98+%
Thiazole, 2-bromo-
2-BROMOTHIAZOLE 99+%
[EINECS(EC#)]

221-229-4
[Molecular Formula]

C3H2BrNS
[MDL Number]

MFCD00005316
[Molecular Weight]

164.02
[MOL File]

3034-53-5.mol
Chemical PropertiesBack Directory
[Appearance]

Colourless Liquid
[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.)
[Fp ]

146 °F
[storage temp. ]

2-8°C
[solubility ]

Chloroform, Dichloromethane
[form ]

Liquid
[pka]

0.84±0.10(Predicted)
[color ]

Clear colorless to orange-brown
[Specific Gravity]

1.836
[Water Solubility ]

insoluble
[Detection Methods]

GC,NMR
[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]

3034-53-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi,F
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

1993
[WGK Germany ]

3
[TSCA ]

Yes
[HazardClass ]

IRRITANT, FLAMMABLE
[HS Code ]

29341000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitric acid-->Phosphoric acid
[Preparation Products]

2-Bromo-5-fomylthiazole-->Thiazole-5-carboxylic acid-->1,3-Thiazole-2-carbonyl chloride-->5-Bromothiazole-->THIAZOLE-2-CARBOXYLIC ACID-->camalexin-->2-Thiazolesulfonyl chloride-->4-Thiazoline-2-one-->2-(METHYLTHIO)THIAZOLE-->2-Cyanothiazole-->1-(1,3-thiazol-2-yl)-1,4-diazepane-->3-(1,3-THIAZOL-2-YL)BENZALDEHYDE-->pyridin-2-yl(thiazol-2-yl)Methanone-->2-Trifluoromethyl-thiazole
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Bromo-1,3-thiazole(3034-53-5).msds
Questions And AnswerBack Directory
[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.
Hazard InformationBack Directory
[Chemical Properties]

Colourless Liquid
[Uses]

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

Aryl halide used to N-arylate 5- and 7-azaindoles.1 Copper-catalyzed cyanation provides 2-cyanothiazole.2
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromothiazole(3034-53-5)MS
2-Bromothiazole(3034-53-5)1HNMR
2-Bromothiazole(3034-53-5)13CNMR
2-Bromothiazole(3034-53-5)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Bromothiazole, 98+%(3034-53-5)
[Alfa Aesar]

2-Bromothiazole, 99%(3034-53-5)
[Sigma Aldrich]

3034-53-5(sigmaaldrich)
[TCI AMERICA]

2-Bromothiazole,>97.0%(GC)(3034-53-5)
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