Basic information
- CAS
3034-53-5- Standard SMILES
Brc1nccs1- InChIKey
RXNZFHIEDZEUQM-UHFFFAOYSA-N- Molecular formula
- C3H2BrNS
- Average molar mass
- 164.03 g/mol
- Monoisotopic mass
- 162.90913
Names & identifiers
- Preferred name
- 2-Bromothiazole
- IUPAC
- 2-bromo-1,3-thiazole
- English name
- 2-Bromothiazole
- Molecular formula
- C3H2BrNS
- Molecular weight
- 164.02
Names & synonyms
Show more names
Database identifiers
- CAS
3034-53-5- PubChem CID
- 76430
- DTXSID
DTXSID9062805- ChEMBL
CHEMBL5417038- UNII
- 53KY5HU6FR
- EC Number
- 221-229-4
- Nikkaji
- J101.493E、J690.671K
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 41.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 50
Physicochemical properties
- Melting point
- 171 C · 171 C
- Boiling point
- 171 °C · 171 °C (lit.)
- Density
- 1.82 g/mL · 1.82 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.593(lit.)
- Flash point
- 146 °F · 146 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform, Dichloromethane
- pka
- 0.84 · 0.84±0.10(Predicted)
- form
- Liquid
- color
- Clear colorless to orange-brown
- Specific Gravity
- 1.836 · 1.836
- Water Solubility
- insoluble
- BRN
- 105724 · 105724
- InChI
- 1S/C3H2BrNS/c4-3-5-1-2-6-3/h1-2H
- InChIKey
- RXNZFHIEDZEUQM-UHFFFAOYSA-N
- SMILES
- Brc1nccs1
- CAS DataBase Reference
- 3034 · 3034-53-5(CAS DataBase Reference)
- FDA UNII
- 53 KY5HU6FR · 53KY5HU6FR
- NIST Chemistry Reference
- 2 · Thiazole, 2-bromo-(3034-53-5)
- EPA Substance Registry System
- 2 · Thiazole, 2-bromo- (3034-53-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 227 · H227-H315-H319-H335
- Precautionary statements
- 210 e-P261-P280a-P305+P351+P338-P405-P501a-P210-P280-P403+P235-P501 · P210e-P261-P280a-P305+P351+P338-P405-P501a-P210-P280-P403+P235-P501
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- Hazard Codes
- Xi,F
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 23 · 23-24/25-36-26
- RIDADR
- 1993 · 1993
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- IRRITANT, FLAMMABLE
- HS Code
- 29341000 · 29341000
- Storage Class
- 12 · 12 - Non Combustible Liquids
Safety & regulation
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 1993
- hs_code
- 29341000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,F
- safety_code
- 23-24/25-36-26
- hazard_class
- IRRITANT, FLAMMABLE
- Storage Class
- 12 - Non Combustible Liquids
- Hazard statements
- H227-H315-H319-H335
- Precautionary statements
- P210e-P261-P280a-P305+P351+P338-P405-P501a-P210-P280-P403+P235-P501
Chemistry & industry
Applications
DescriptionIt 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
UsesAryl halide used to N-arylate 5- and 7-azaindoles.1 Copper-catalyzed cyanation provides 2-cyanothiazole.2
Uses2-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
Uses2-Bromothiazole is a heterocyclic S compound to induce base-pair substitution and having mutagenic activity.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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