235426-32-1

Basic information

• Product Name: 1-Benzyl-2-bromo-1H-imidazole
• Synonyms: 1-Benzyl-2-bromo-1H-imidazole
• CAS NO: 235426-32-1
• Molecular Formula: C₁₀H₉BrN₂
• Molecular Weight: 237.09586
• Mol File: 235426-32-1.mol

Chemical Properties

• Boiling Point: 373.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.44±0.1 g/cm3(Predicted)
• PKA: 3.61±0.31(Predicted)
• CAS DataBase Reference: 1-Benzyl-2-bromo-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-2-bromo-1H-imidazole(235426-32-1)
• EPA Substance Registry System: 1-Benzyl-2-bromo-1H-imidazole(235426-32-1)

Safety Data

• Hazardous Substances Data: 235426-32-1(Hazardous Substances Data)

Usage

Class

Imidazole derivatives

Structure

Benzyl-substituted imidazole compound

Bromine attachment

Second carbon of the imidazole ring

Applications

Reagent in organic synthesis, building block for pharmaceutical compounds

Studied properties

Potential antifungal and antibacterial activities

Versatility

Used in various industries and research fields

Upstream product

• 4238-71-5 1-benzylimidazole 
• 16681-56-4 2-bromo-1H-imidazole 
• 100-39-0 benzyl bromide 

Downstream Products

• 4238-71-5 1-benzylimidazole 

Relevant articles and documents

COMPOUNDS COMPRISING N-METHYL-2-PYRIDONE, AND PHARMACEUTICALLY ACCEPTABLE SALTS

The present invention concerns compounds comprising N-methyl-2-pyridone, and pharmaceutically-acceptable salts and compositions of such compounds. Such compounds are useful in anti-inflammatory and anti-cancer therapies. Therefore, the present invention also concerns such compounds for use as medicaments, particularly for the treatment of inflammatory diseases and oncology.

Synthesis and electrochemical evaluation of 2-substituted imidazolium salts

Herein, we report the synthesis, electrochemical, and computational evaluation of six 2-substituted imidazolium bromides and six 2-substituted imidazolium triflates. All final compounds were obtained in 2 or fewer synthetic steps from inexpensive starting

Photochemical intramolecular aromatic substitutions of the imidazol-2-yl radical are superior to those mediated by Bu3SnH

Six-membered photochemical cyclisations of 2-iodo-N-(2-arylethyl)imidazoles proceeded regioselectively in higher yields than the equivalent tin hydride-mediated reactions. The decrease in yield of cyclisation products, 5,6-dihydroimidazo[2,1-a]isoquinolines containing strongly deactivating substituents on the aryl ring confirmed the electrophilic nature of the σ-imidazol-2-yl radicals. The seven-membered cyclisation was only successful under photochemical conditions, as radical reduction occurred with tin hydride. Nitration of 5,6-dihydroimidazo[2,1-a]isoquinoline with nitric/sulfuric acid occurred at the 2- and 8-positions. The Royal Society of Chemistry 2006.

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

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.