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16681-59-7 Usage


2-Bromo-1-methyl-1H-imidazole is an organic compound characterized by its imidazole ring structure, with a bromine atom at the 2nd position and a methyl group at the 1st position. It is a versatile chemical intermediate that finds applications in various fields due to its unique chemical properties and reactivity.


Used in Pharmaceutical Industry:
2-Bromo-1-methyl-1H-imidazole is used as a pharmaceutical intermediate for the development of new drugs and drug candidates. Its unique structure allows for the creation of various compounds with potential therapeutic applications.
Used in Chemical Synthesis:
2-Bromo-1-methyl-1H-imidazole is used as a chemical intermediate in the synthesis of various organic compounds. For example, it can be used in the synthesis of N-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-amine via C-N coupling with p-anisidine, and 1,2-bis[2-methyl-5-(1-methyl-1H-imidazol-2-yl)-3-thienyl]-cyclopentene, a ligand that can form bimetallic platinum(II) complexes with potent cytotoxic activity.
Used in Catalyst Industry:
2-Bromo-1-methyl-1H-imidazole is also used as a ligand for transition metal catalysts, which are essential in various chemical reactions and processes. Its ability to form stable complexes with metal ions makes it a valuable component in the development of efficient and selective catalysts.
Used in Molecular Functional Materials:
Furthermore, 2-Bromo-1-methyl-1H-imidazole is utilized in the development of molecular functional materials, which have applications in areas such as sensors, optoelectronics, and energy storage. Its unique chemical properties and reactivity contribute to the creation of advanced materials with specific functions and improved performance.

Check Digit Verification of cas no

The CAS Registry Mumber 16681-59-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,6,8 and 1 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 16681-59:
127 % 10 = 7
So 16681-59-7 is a valid CAS Registry Number.

16681-59-7 Well-known Company Product Price

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  • Alfa Aesar

  • (H52407)  2-Bromo-1-methylimidazole, 95%   

  • 16681-59-7

  • 1g

  • 1313.0CNY

  • Detail
  • Alfa Aesar

  • (H52407)  2-Bromo-1-methylimidazole, 95%   

  • 16681-59-7

  • 5g

  • 5094.0CNY

  • Detail
  • Aldrich

  • (639850)  2-Bromo-1-methyl-1H-imidazole  95%

  • 16681-59-7

  • 639850-1G

  • 2,053.35CNY

  • Detail
  • Aldrich

  • (639850)  2-Bromo-1-methyl-1H-imidazole  95%

  • 16681-59-7

  • 639850-5G

  • 7,365.15CNY

  • Detail



According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017


1.1 GHS Product identifier

Product name 2-Bromo-1-methyl-1H-imidazole

1.2 Other means of identification

Product number -
Other names 2-bromo-1-methylimidazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:16681-59-7 SDS

16681-59-7Relevant articles and documents

New cephalosporins and 7α-methoxy cephalosporins. Chemistry and biological activities


, p. 900 - 908 (1979)

The synthesis and the in vitro activity of a number of cephalosporins and 7α-methoxy cephalosporins having 7-acyl subsituents derived from 1-methyl-4 (or 5)-nitro-1H-imidazolyl-thioacetic acids are described. The microbiological profile is influenced by the position of both the nitro group and the side-chain sulfur atom on the 1-methyl imidazole, and by the nature of the 3-substituent.

Reaction of imidazoles with cyanogen bromide: Cyanation at N 1 or bromination at C 2?

McCallum, Peter B.W.,Weavers, Rex T.,Grimmett, M. Ross,Blackman, Allan G.

, p. 159 - 165 (1999)

The reaction in acetonitrile solution of a number of imidazoles (1H-, 1-methyl-, 2-methyl-, 4-methyl-, 1,2-, 1,4- and 1,5-dimethyl-, 1-ethyl-, 1-benzyl- and 1-butyl-imidazole) and imidazole complexes ([Co(NH3)5(imH)](ClO4)3, [Co(NH3)5(im)] (ClO4)2 and [Co(NH3)5(1-Meim)] (ClO4)3) with BrCN has been studied. Those imidazoles bearing an N-alkyl substituent and having a hydrogen at C2 react to give the 2-bromo products, while the N-H imidazoles react to give W-cyano derivatives. The product(s) from the reaction of 1,2-dimethylimidazole with BrCN could not be characterized. Of the complexes, only [Co(NH3)5(im)] (ClO4)2 reacts, giving the 2-bromo product. Our observations suggest a lone pair on a ring nitrogen atom is necessary for an imidazole to react with BrCN, and a possible mechanism is suggested. The X-ray structure of 2-methylimidazole-1-carbonitrile is reported. Crystal data (-143°C) for C5H5N3: monoclinic, P21/c, a 10.201(5), b 7.110(3), c 7.227(3) A, β 100.47(2)°, V 515.4(4) A3, Z 4, dcalcd 1-380 g cm-3. Refinement of the structure converged with R1 0.0444 for 1183 reflections with Fo > 4F(Fo) and ωR2 0.1259 for all 1278 data.

Tetrahalogenomethanes: Simple reagents for the synthesis of monohalogenated and mixed dihalogenated aromatic heterocycles via metal-halogen exchange from lithium compounds

Boga, Carla,Del Vecchio, Erminia,Forlani, Luciano,Todesco, Paolo Edgardo

, p. 233 - 236 (2000)

Tetrabromo- or tetrachloromethane and 2-lithio derivatives of aromatic heterocycles rapidly produce the corresponding 2-bromo or 2-chloro derivatives in high yields through a metal-halogen exchange mechanism. This kind of reaction was also used to obtain, in good yields, 5-bromo-2-chlorothiazole and 5-bromo-2-chloro-N-methylimidazole.



Page/Page column 58, (2019/08/08)

The invention relates to compounds of formula (I) which are inhibitors of kinase activity, pharmaceutical formulations containing the compounds and their uses in treating and preventing viral infections and disorders caused or exacerbated by the viral inf

T -BuONa-mediated direct C-H halogenation of electron-deficient (hetero)arenes

Liu, Xia,Zhao, Xin,Liang, Fushun,Ren, Baoyi

supporting information, p. 886 - 890 (2018/02/19)

An efficient halogenation of electron-deficient (hetero)arenes is described. The reaction utilizes common t-BuONa as a catalyst (for iodination) or a promoter (for bromination and chlorination), and perfluorobutyl iodide, CBr4 or CCl4 as the readily-available halogenating agents, respectively. The protocol features broad scope, high efficiency, mild conditions and gram scalability. An ionic pathway involving halogen bond formation and halophilic attack is proposed. The utility of the resulting iodinated heteroarenes is demonstrated in visible light-mediated Caryl-Caryl cross-coupling reaction.

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