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

Chemical Properties

White to beige granular powder

Uses

Different sources of media describe the Uses of 670-95-1 differently. You can refer to the following data:
1. An imidazole derivative as antitermite agent.
2. 4-Phenylimidazole was used to investigate the protein-ligand interactions in cytochrome P450 from the thermoacidophile Picrophilus torridus. It was used as heme ligand during the crystallization of recombinant human indoleamine 2,3-dioxygenase. It was used in the synthesis of complexes of copper and cobalt.

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 
• 70-11-1 α-bromoacetophenone 
• 50-00-0 formaldehyd 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 6857-34-7 2-mercapto-4⁽⁵⁾-phenylimidazole 
• 7647-01-0 hydrogenchloride 
• 24463-54-5 1-(benzoyl)-4-phenylimidazole 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 71759-89-2 4-iodoimidazole 
• 98-80-6 phenylboronic acid 
• 89108-47-4 4-diazo-4H-imidazole 
• 71-43-2 benzene 
• 288-32-4 1H-imidazole 

Downstream Products

• 100-47-0 benzonitrile 
• 611-73-4 Benzoylformic acid 
• 65-85-0 benzoic acid 
• 883230-71-5 5-bromo-2-(4-phenyl-1H-imidazol-1-yl)pyrimidine 
• 670-83-7 NSC 167196 
• 79221-03-7 1,4-diphenyl-1H-imidazole 
• 25206-04-6 2-(4-methoxyphenyl)-4⁽⁵⁾-phenyl-1H-imidazole 
• 36783-89-8 4⁽⁵⁾-phenyl-2-(4-nitrophenyl)-1H-imidazole 
• 701271-36-5 tert-butyl 4-{[2-(4-phenyl-1H-imidazol-1-yl)-1,3-benzothiazol-6-yl]sulfonyl}tetrahydro-2H-pyran-4-carboxylate 

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.

Palladium catalyzed hydrodefluorination of fluoro-(hetero)arenes

Palladium catalyzed hydrodefluorination was developed for fine-tuning the properties of fluoro-(hetero)aromatic compounds. The robust reaction can be set up in air, requires only commercially available components, and tolerates a variety of heterocycles and functionalities relevant to drug discovery. Given the prevalence of fluorine incorporation around metabolic hotspots, the corresponding deuterodefluorination reaction may prove useful for converting fluorinated libraries to deuterated analogues to suppress the oxidative metabolism by kinetic isotope effects.