ChemicalBook > CAS DataBase List > 2-Bromo-1-methyl-1H-imidazole
2-Bromo-1-methyl-1H-imidazole
- Product Name
- 2-Bromo-1-methyl-1H-imidazole
- CAS No.
- 16681-59-7
- Chemical Name
- 2-Bromo-1-methyl-1H-imidazole
- Synonyms
- 3-METHYL-3-PHENYLBUTANOIC ACID;2-Bromo-N-methylimidazole;1-METHYL-2-BROMOIMIDAZOLE;2-BROMO-1-METHYLIMIDAZOLE;2-BROMO-1-METHYL-1H-IMIDAZOLE;1-Methyl-2-bromo-1H-imidazole;1H-Imidazole,2-bromo-1-methyl-;2-Bromo-1-methyl-1H-imidazole 97%;2-Bromo-1-methyl-1H-imidazole
- CBNumber
- CB4321275
- Molecular Formula
- C4H5BrN2
- Formula Weight
- 161
- MOL File
- 16681-59-7.mol
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2-Bromo-1-methyl-1H-imidazole Property
- Boiling point:
- 172 °C (lit.)
- Density
- 1.649 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.5440(lit.)
- Flash point:
- >230 °F
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- Liquid
- pka
- 3.83±0.25(Predicted)
- color
- Clear colorless to pale yellow to pink
- InChI
- InChI=1S/C4H5BrN2/c1-7-3-2-6-4(7)5/h2-3H,1H3
- InChIKey
- BANOTGHIHYMTDL-UHFFFAOYSA-N
- SMILES
- C1(Br)N(C)C=CN=1
- CAS DataBase Reference
- 16681-59-7(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 639850
- Product name
- 2-Bromo-1-methyl-1H-imidazole
- Purity
- 95%
- Packaging
- 1g
- Price
- $131
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- 639850
- Product name
- 2-Bromo-1-methyl-1H-imidazole
- Purity
- 95%
- Packaging
- 5g
- Price
- $455
- Updated
- 2025/07/31
TRC
- Product number
- B697170
- Product name
- 2-Bromo-1-methyl-1H-imidazole
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
TRC
- Product number
- B697170
- Product name
- 2-Bromo-1-methyl-1H-imidazole
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
TRC
- Product number
- B697170
- Product name
- 2-Bromo-1-methyl-1H-imidazole
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
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2-Bromo-1-methyl-1H-imidazole Chemical Properties,Usage,Production
Uses
2-Bromo-1-methylimidazole is used in in pharmaceuticals, drug candidates, ligands for transition metal catalysts and other molecular functional materials.
Uses
2-Bromo-1-methyl-1H-imidazole can be used in the synthesis of the following:
- N-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-amine via C-N coupling with p-anisidine
- 1,2-bis[2-methyl-5-(1-methyl-1H-imidazol-2-yl)-3-thienyl]-cyclopentene, a ligand which can form bimetallic platinum(II) complex with potent cytotoxic activity
Synthesis
616-47-7
16681-59-7
General procedure for the synthesis of 2-bromo-1-methyl-1H-imidazole from N-methylimidazole: 1-methylimidazole (1 mmol, 82.1 mg) and carbon tetrabromide (1.1 mmol, 364.8 mg) were added to a 10 mL round bottom flask. Subsequently, 5 mL of N,N-dimethylformamide and sodium tert-butoxide (4.0 mmol, 384.4 mg) were added and the reaction was stirred at room temperature for 3 h, during which the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was poured into water and extracted with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate and the dichloromethane was removed by rotary evaporator to give the crude product. The crude product was purified by silica gel column chromatography using a mixed solvent of petroleum ether and ethyl acetate (v/v=10:1) as the eluent, and finally 2-bromo-1-methyl-1H-imidazole (reddish brown liquid, 101.4 mg, 63% yield) was obtained.
References
[1] Chemical Communications, 2013, vol. 49, # 37, p. 3875 - 3877
[2] Australian Journal of Chemistry, 1999, vol. 52, # 3, p. 159 - 165
[3] Organic and Biomolecular Chemistry, 2018, vol. 16, # 6, p. 886 - 890
[4] Patent: CN107501023, 2017, A. Location in patent: Paragraph 0055; 0056
[5] Polish Journal of Chemistry, 1981, vol. 55, # 7/8, p. 1659 - 1665
2-Bromo-1-methyl-1H-imidazole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Bromo-1-methyl-1H-imidazole manufacturers
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
- Product
- 2-Bromo-1-methyl-1H-imidazole 16681-59-7
- Price
- US $1.10-9.90/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-14
Zhuozhou Wenxi import and Export Co., Ltd
- Product
- 2-Bromo-1-methyl-1H-imidazole 16681-59-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
Career Henan Chemical Co
- Product
- 2-Bromo-1-methyl-1H-imidazole 16681-59-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2019-12-25
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