670-95-1

Basic information

• Product Name: 4-PHENYLIMIDAZOLE
• Synonyms: IFLAB-BB F1918-0054;4-PHENYLIMIDAZOLE;4-PHENYL-1H-IMIDAZOLE;4(5)-phenylimidazole;Phenylimidazole;4-Phenylimidazole,98+%;4-PHENYLIMIDAZOLE 99%;5-Phenyl-3-aza-1H-pyrrole
• CAS NO: 670-95-1
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17
• EINECS: 211-580-1
• Product Categories: Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Imidazol&Benzimidazole;Building Blocks;Heterocyclic Building Blocks;Imidazoles;Aromatics;Heterocycles;Building Blocks;C9 to C30+;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 670-95-1.mol
• Article Data: 33

Chemical Properties

• Melting Point: 128-131 °C(lit.)
• Boiling Point: 252.78°C (rough estimate)
• Flash Point: 213.041 °C
• Appearance: White to beige granular powder
• Density: 1.1357 (rough estimate)
• Vapor Pressure: 1.24E-05mmHg at 25°C
• Refractive Index: 1.6200 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: acetone: soluble25mg/mL, clear, colorless to yellow (typical)
• PKA: 13.58±0.10(Predicted)
• BRN: 2969
• CAS DataBase Reference: 4-PHENYLIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLIMIDAZOLE(670-95-1)
• EPA Substance Registry System: 4-PHENYLIMIDAZOLE(670-95-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 670-95-1(Hazardous Substances Data)

Usage

Description

4-Phenylimidazole is an imidazole derivative characterized by its white to beige granular powder form. It is known for its unique chemical properties and versatile applications across various industries.

Uses

Used in Chemical Synthesis:
4-Phenylimidazole is used as a key component in the synthesis of various metal complexes, particularly those involving copper and cobalt. Its ability to form stable complexes with these metals makes it a valuable agent in the development of new materials and catalysts.
Used in Biological Research:
In the field of biology, 4-Phenylimidazole is utilized to investigate protein-ligand interactions, specifically with cytochrome P450 from the thermoacidophile Picrophilus torridus. It serves as a heme ligand during the crystallization of recombinant human indoleamine 2,3-dioxygenase, providing insights into the structure and function of this enzyme.
Used in Pest Control:
4-Phenylimidazole is employed as an antitermite agent, demonstrating its effectiveness in controlling and preventing termite infestations. Its use in this application highlights its potential as a tool for protecting structures and materials from termite damage.

InChI:InChI=1/C9H8N2.ClH/c1-2-4-8(5-3-1)9-6-10-7-11-9;/h1-7H,(H,10,11);1H

Upstream product

• 20662-89-9 4-phenyl-1,3-oxazole 
• 77287-34-4 formamide 
• 50-00-0 formaldehyd 
• 1074-12-0 phenylglyoxal hydrate 
• 64-17-5 ethanol 
• 24463-54-5 1-(benzoyl)-4-phenylimidazole 
• 70-11-1 α-bromoacetophenone 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 6857-34-7 2-mercapto-4⁽⁵⁾-phenylimidazole 
• 3438-48-0 4-phenylpyrimidine 
• 67908-02-5 N-(aminomethyl)benzamide 
• 86002-68-8 4-phenyl-2-imidazoline 
• 100-52-7 benzaldehyde 
• 15500-60-4 N,N-bis(trimethylsilyl)formamide 

Downstream Products

• 2154-38-3 1-methyl-5-phenyl-1H-imidazole 
• 2411-77-0 N-methyl-4-phenylimidazole 
• 103040-73-9 (4-phenyl-imidazol-1-yl)-methanol 
• 106232-36-4 4-Nitroso-5-phenylimidazole 
• 24463-54-5 1-(benzoyl)-4-phenylimidazole 
• 41217-55-4 1,3-dimethyl-4-phenyl-1H-imidazol-2-ium iodide 
• 116922-21-5 4-nitro-5-(4-nitro-phenyl)-1⁽³⁾H-imidazole 
• 104672-17-5 4-cyclohexyl-1⁽³⁾H-imidazole 
• 858514-11-1 4-bromo-5-phenyl-1⁽³⁾H-imidazole 
• 362621-80-5 2,4-dibromo-5-phenyl-1⁽³⁾H-imidazole 
• 26665-89-4 4-phenyl-2-(5-phenyl-[1,2]dithiol-3-ylidene)-2H-imidazole 
• 26665-90-7 4-phenyl-2-(4-phenyl-[1,3]dithiol-2-ylidene)-2H-imidazole 
• 116146-12-4 1-n-butyl-5-phenylimidazole 
• 104143-18-2 4⁽⁵⁾-phenyl-5⁽⁴⁾-tricyanovinylimidazole 

Relevant articles and documents

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One-step synthesis of imidazoles from Asmic (anisylsulfanylmethyl isocyanide)

Substituted imidazoles are readily prepared by condensing the versatile isocyanide Asmic, anisylsulfanylmethylisocyanide, with nitrogenous π-electrophiles. Deprotonating Asmic with lithium hexamethyldisilazide effectively generates a potent nucleophile that efficiently intercepts nitrile and imine electrophiles to afford imidazoles. In situ cyclization to the imidazole is promoted by the conjugate acid, hexamethyldisilazane, which facilitates the requisite series of proton transfers. The rapid formation of imidazoles and the interchange of the anisylsulfanyl for hydrogen with Raney nickel make the method a valuable route to mono- and disubstituted imidazoles.

Novel synthesis of N-unsubstituted imidazoles via the cycloaddition of N-(tert-butylsulfinyl)imines and TosMIC

A facile and efficient method was developed for the synthesis of N-unsubstituted imidazoles via the cycloaddition of N-sulfinyl imines and p-toluenesulfonylmethyl isocyanide (TosMIC). This methodology is operationally simple and useful for the preparation of various aromatic and heteroaromatic imidazoles in good to excellent yields.

Preparation of Imidazole Derivatives via Bisfunctionalization of Alkynes Catalyzed by Ruthenium Carbonyl

A one-step, oxidative bisfunctionalization of alkynes to generate cis -enediol diacetates catalyzed by ruthenium carbonyl (triruthenium dodecacarbonyl) is presented. The reaction was performed using the alkyne, (diacetoxyiodo)benzene, Ru 3 (CO) 12 as the catalyst, and toluene as the solvent at 100 °C to give the cis -enediol diacetates in up to 82percent yields. This method overcomes the shortcomings of existing methods, such as tedious reaction steps, substrate limitations, and the use of toxic reagents. Furthermore, the reaction of module cis -enediol diacetates with ammonium carbonate [(NH 4) 2 CO 3 ] in an alcohol solvent gave imidazole derivatives in 37-84percent yields, thus providing a simple and mild new method for the synthesis of imidazole compounds.