31250-80-3

Basic information

• Product Name: 1-BENZYL-2,4,5-TRIBROMO-1H-IMIDAZOLE
• Synonyms: 1-BENZYL-2,4,5-TRIBROMO-1H-IMIDAZOLE
• CAS NO: 31250-80-3
• Molecular Formula: C₁₀H₇Br₃N₂
• Molecular Weight: 394.89
• Product Categories: blocks;Bromides;Imidazoles;alkyl bromide
• Mol File: 31250-80-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 60-62°C
• Boiling Point: 475.951 °C at 760 mmHg
• Flash Point: 241.647 °C
• Appearance: /
• Density: 2.08 g/cm³
• Vapor Pressure: 3.18E-09mmHg at 25°C
• Refractive Index: 1.698
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 1-BENZYL-2,4,5-TRIBROMO-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-2,4,5-TRIBROMO-1H-IMIDAZOLE(31250-80-3)
• EPA Substance Registry System: 1-BENZYL-2,4,5-TRIBROMO-1H-IMIDAZOLE(31250-80-3)

Safety Data

• Hazardous Substances Data: 31250-80-3(Hazardous Substances Data)

Usage

General Description

1-Benzyl-2,4,5-tribromo-1H-imidazole is a chemical compound with the molecular formula C9H6Br3N2. 1-BENZYL-2,4,5-TRIBROMO-1H-IMIDAZOLE belongs to the imidazole class of chemicals and is characterized by the presence of a benzyl group and three bromine atoms attached to the imidazole ring. It is often used as a building block in the synthesis of pharmaceuticals and agrochemicals. Its structural properties make it a valuable intermediate in organic chemistry and it is commonly employed in the production of various compounds for industrial and research applications. Additionally, 1-benzyl-2,4,5-tribromo-1H-imidazole may also have antimicrobial and antifungal properties, making it potentially useful in the development of new medicinal compounds. However, due to its potential for toxicity and environmental impact, strict safety measures should be adhered to when handling and using this chemical.

InChI:InChI=1/C10H7Br3N2/c11-8-9(12)15(10(13)14-8)6-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 2034-22-2 2,4,5-tribromo-1H-imidazole 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 168327-03-5 1-benzyl-4,5-dibromo-2-methyl-1H-imidazole 
• 101853-78-5 1-benzyl-4,5-dibromo-1H-imidazole 
• 660432-23-5 1-benzyl-4,5-dibromo-2-(2,4-difluoro-phenyl)-imidazole 
• 4238-71-5 1-benzylimidazole 
• 1449431-63-3 methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate 
• 1449431-58-6 3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol 
• 1449431-51-9 methyl 4-(5-(1-benzyl-2-chloro-1H-imidazol-4-yl)-1-(benzyloxy)-1H-pyrazol-4-yl)piperidine-1-carboxylate 
• 1449431-48-4 methyl 4-(3-(1-benzyl-2-chloro-1H-imidazol-4-yl)-1-(benzyloxy)-1H-pyrazol-4-yl)piperidine-1-carboxylate 
• 1449431-55-3 4-(3-(1-benzyl-2-chloro-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidinium hydrogen bromide 
• 126177-56-8 1-benzyl-4,5-dibromo-2-phenyl-1H-imidazole 
• 1448032-73-2 1-benzyl-2-(5-(3-chlorophenyl)furan-2-yl)-4,5-bis(4-methoxyphenyl)-1H-imidazole 
• 1448032-71-0 1-benzyl-2-(5-bromofuran-2-yl)-4,5-di(4-methoxyphenyl)-1H-imidazole 
• 1448032-59-4 1-benzyl-4,5-di(3-nitrophenyl)-2-(2-tolyl)-1H-imidazole 
• 1448032-58-3 1-benzyl-4,5-di(4-methoxyphenyl)-2-(2-tolyl)-1H-imidazole 

Relevant articles and documents

Selective sequential cross-coupling reactions on imidazole towards neurodazine and analogues

Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.

Single-flask polyfunctionalization of the imidazole ring; a streamlined route to the antitumor agent carmethizole

Three sequential treatments of an N-protected tribromoimidazole with n-BuLi/electrophile in a 1-pot process leads to N-protected 2,4,5-trisubstituted imidazoles. The method can be applied to the preparation of the immediate of carmethizole.

A Convenient Synthesis of Thienoimidazoles

1-Protected and 1,2-diprotected derivatives of 4-bromoimidazole-5-carbaldehyde were prepared from imidazole via 2,4,5-tribromoimidazole and reacted with ethyl 2-mercaptoethanoate to give the title compounds.