56338-00-2

Basic information

• Product Name: 4,5-dibromo-2-phenyl-1H-imidazole
• Synonyms: 4,5-dibromo-2-phenyl-1H-imidazole;2-Phenyl-4,5-dibromo-1H-imidazole;Einecs 260-119-0;1H-IMidazole, 4,5-dibroMo-2-phenyl-
• CAS NO: 56338-00-2
• Molecular Formula: C₉H₆Br₂N₂
• Molecular Weight: 301.96534
• EINECS: 260-119-0
• Mol File: 56338-00-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 451.5°C at 760 mmHg
• Flash Point: 226.9°C
• Appearance: /
• Density: 1.903g/cm³
• Vapor Pressure: 6.44E-08mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 4,5-dibromo-2-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dibromo-2-phenyl-1H-imidazole(56338-00-2)
• EPA Substance Registry System: 4,5-dibromo-2-phenyl-1H-imidazole(56338-00-2)

Safety Data

• Hazardous Substances Data: 56338-00-2(Hazardous Substances Data)

Usage

General Description

4,5-Dibromo-2-phenyl-1H-imidazole is a chemical compound with the molecular formula C9H6Br2N2. It is a white solid that is commonly used in organic synthesis and as a reagent in various chemical reactions. 4,5-Dibromo-2-phenyl-1H-imidazole is known for its strong antifungal properties and is often used in the pharmaceutical industry for the development of antifungal drugs. It works by inhibiting the growth of fungi and has been found to be effective against a wide range of fungal species. Additionally, 4,5-Dibromo-2-phenyl-1H-imidazole has also been studied for its potential use as a therapeutic agent in the treatment of fungal infections in humans and animals. However, further research is needed to fully understand its potential applications and mechanisms of action.

InChI:InChI=1/C9H6Br2N2/c10-7-8(11)13-9(12-7)6-4-2-1-3-5-6/h1-5H,(H,12,13)

Upstream product

• 670-96-2 2-Phenylimidazole 
• 67-66-3 chloroform 
• 7726-95-6 bromine 

Downstream Products

• 56337-99-6 4,5-dibromo-2-(4-nitro-phenyl)-1H-imidazole 
• 86119-58-6 4-bromo-2-phenyl-1H-imidazole 
• 126177-56-8 1-benzyl-4,5-dibromo-2-phenyl-1H-imidazole 
• 86119-58-6 2-phenyl-4⁽⁵⁾-bromoimidazole 
• 881997-92-8 4,5-dibromo-1-methyl-2-phenyl-1H-imidazole 
• 74207-91-3 1-Benzyl-4-bromo-5-formyl-2-phenylimidazole 
• 126177-46-6 5-Amino-3-benzyl-2-phenyl-3H-imidazole-4-carbaldehyde 
• 126177-53-5 5-Azido-3-benzyl-2-phenyl-3H-imidazole-4-carbaldehyde 
• 670-83-7 NSC 167196 
• 484-47-9 lophine 
• 71045-44-8 5-bromo-1-methyl-2-phenyl-1H-imidazole 
• 86119-60-0 N-methyl-2-phenyl-4-carbethoxyimidazole 
• 86119-59-7 4-bromo-1-methyl-2-phenyl-1H-imidazole 
• 1424382-11-5 C₁₈H₁₅Br₂N₂O⁽¹⁺⁾*Br^(1-) 

Relevant articles and documents

Synthesis and Optical Properties of Imidazole- and Benzimidazole-Based Fused π-Conjugated Compounds: Influence of Substituent, Counteranion, and π-Conjugated System

Fused π-conjugated imidazolium chlorides having hydrogen (1-Cl), octyloxy (2-Cl), N,N-dibutylamino (3-Cl), trifluoromethyl (4-Cl), and cyano (5-Cl) groups substituted on the benzene ring at the 2-position of imidazole were prepared. Counteranion exchanges from chloride to bis(trifluoromethanesulfonyl)imidate (2-TFSI) and tetrafluoroborate (2-BF4) were performed. The optical properties of these compounds (absorption and emission wavelengths, fluorescence quantum yield, and solvatochromism) were influenced by both the substituent and anion character, which was investigated by theoretical calculations using the density functional theory (DFT) and symmetry-adapted cluster-configuration interaction (SAC-CI) methods. Fused π-conjugated benzimidazolium chlorides having N,N-dibutylamino (6-Cl) and cyano (7-Cl) groups were also prepared to observe the different solvatochromic shifts.

Imidazole diarylethene switches: An alternative to acid-gated photochromism

We prepared five diarylethenes containing 2-aryl-imidazole as the ethene bridge (L1-L5), and introduced response sites in imidazole rather than in the traditional appended aryl units to regulate their photochromism and thermal stability under acid stimulus. The results show that we can change the thermal stability from P- to T-type, and prevent their photoactivity by acidification, and it is clarified that the stronger the acid or the more acid added, the faster the decay rate of the diarylethene photostability. Furthermore, the prohibited photoactivity could be restored by neutralization with an equimolar amount of base.

Synthesis, crystal structure and antibacterial activity of new highly functionalized ionic compounds based on the imidazole nucleus

Several new highly functionalized imidazolium derivatives were synthesized, via appropriate synthetic routes, using imidazole, 1-methylimidazole and 2-phenyl-1-methylimidazole as key intermediates. The antibacterial activity of the prepared compounds was evaluated against: Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Salmonella thipymurium using disk-diffusion and MIC methods. Crystal X-ray structures are reported for six compounds.