10040-95-6

Basic information

• Product Name: 1-(4-METHOXYPHENYL)-1H-IMIDAZOLE
• Synonyms: 1-(4-METHOXYPHENYL)-1H-IMIDAZOLE;1-(4-METHOXYPHENYL)IMIDAZOLE;4-(Imidazol-1-yl)anisole, GC 97%;4-(1H-Imidazolyl)-anisole;1-(4-METHOXYPHENYL)-1H-IMIDAZOLE 98%;N-(4-Methoxyphenyl)imidazole, 98%
• CAS NO: 10040-95-6
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Imidazoles
• Mol File: 10040-95-6.mol

Chemical Properties

• Melting Point: 59-67 °C(lit.)
• Boiling Point: 120 °C0.1 mm Hg(lit.)
• Flash Point: 120°C/0.1mm
• Appearance: /
• Density: 1.1455 (rough estimate)
• Vapor Pressure: 0.000741mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 2-8°C
• PKA: 5.70±0.10(Predicted)
• CAS DataBase Reference: 1-(4-METHOXYPHENYL)-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXYPHENYL)-1H-IMIDAZOLE(10040-95-6)
• EPA Substance Registry System: 1-(4-METHOXYPHENYL)-1H-IMIDAZOLE(10040-95-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 10040-95-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Methoxyphenyl)-1H-Imidazole is used as an active pharmaceutical ingredient for the development of antifungal drugs. Its unique chemical structure allows it to target and inhibit the growth of various fungi, making it a valuable component in the treatment of fungal infections.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4-Methoxyphenyl)-1H-Imidazole serves as a key intermediate or building block in the synthesis of more complex organic compounds. Its versatile chemical properties enable it to participate in various chemical reactions, contributing to the creation of new molecules with potential applications in various industries.
As with all chemical compounds, proper handling, storage, and safety measures are essential to ensure the effectiveness and safety of 1-(4-Methoxyphenyl)-1H-Imidazole in its intended applications.

InChI:InChI=1/C10H10N2O/c1-13-10-4-2-9(3-5-10)12-7-6-11-8-12/h2-8H,1H3

Upstream product

• 288-32-4 1H-imidazole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 696-62-8 para-iodoanisole 
• 50-00-0 formaldehyd 
• 623-12-1 4-chloromethoxybenzene 
• 131543-46-9 Glyoxal 
• 104-94-9 4-methoxy-aniline 
• 530-62-1 1,1'-carbonyldiimidazole 
• 693-98-1 2-methylimidazole 
• 162900-36-9 [(Z)-4-Methoxy-phenylimino]-acetaldehyde 
• 40736-26-3 1-(methylsulfonyl)-1H-imidazole 
• 100-66-3 methoxybenzene 
• 288-13-1 NH-pyrazole 

Downstream Products

• 10041-02-8 p-imidazo-1-ylphenol 
• 852525-37-2 1,2-bis(4-methoxyphenyl)-1H-imidazole 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 95923-64-1 ethyl-2-<<4-(1H-imidazol-1-yl)phenyl>oxy>-2-methylpropanoate 
• 558466-06-1 2-[(tert-butoxycarbonyloxy)-(2,5-difluorophenyl)methyl]-1-(4-methoxyphenyl)-1H-imidazole 
• 1138156-55-4 2-(di-1-adamantylphosphino)-1-(4-methoxyphenyl)-1H-imidazole 
• 1018476-04-4 N-(4-methoxyphenyl)-N'-(4-nitrophenyl)-imidazolium chloride 
• 1235961-85-9 [(1-(prop-2-ynyl)-3-(4-methoxyphenyl))imidazolium] bromide 
• 1262662-73-6 [1-(2-pyridyl)methylene-3-(4-methoxyphenyl)]imidazolium bromide 
• 1176198-82-5 1-(4-methoxyphenyl)-3-hexyl-1H-imidazolium bromide 
• 1286795-95-6 3-hexyl-1-(4-methoxyphenyl)-1H-imidazol-3-ium bis(trifluoromethylsulfonyl)imide 
• 1176198-81-4 1-(4-methoxyphenyl)-3-propyl-1H-imidazolium bromide 
• 1233250-36-6 1,1'-bis(4-methoxylphenyl)-1H,1H'-2,2'-biimidazole 

Relevant articles and documents

Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles

CuI-catalyzed coupling reaction of electron-deficient aryl iodides with aliphatic primary amines occurs at 40 °C under the promotion of N-methylglycine. Using L-proline as the promoter, coupling reaction of aryl iodides or aryl bromides with aliphatic primary amines, aliphatic cyclic secondary amines, or electron-rich primary arylamines proceeds at 60-90 °C; an intramolecular coupling reaction between aryl chloride and primary amine moieties gives indoline at 70 °C; coupling reaction of aryl iodides with indole, pyrrole, carbazole, imidazole, or pyrazole can be carried out at 75-90 °C; and coupling reaction of electron-deficient aryl bromides with imidazole or pyrazole occurs at 60-90 °C to provide the corresponding N-aryl products in good to excellent yields. In addition, N,N-dimethylglycine promotes the coupling reaction of electron-rich aryl bromides with imidazole or pyrazole to afford the corresponding N-aryl imidazoles or pyrazoles at 110 °C. The possible action of amino acids in these coupling reactions is discussed.

Magnetic nanoparticle-supported proline as a recyclable and recoverable ligand for the CuI catalyzed arylation of nitrogen nucleophiles

Magnetic nanoparticle-supported proline ligand was prepared and used for the CuI catalyzed Ullmann-type coupling reactions of aryl/heteroaryl bromides with various nitrogen heterocycles to form the corresponding N-aryl products in good to excellent yields

Tuning the Copper(II)/Copper(I) Redox Potential for More Robust Copper-Catalyzed C–N Bond Forming Reactions

Complexes of copper and 1,10-phenanthroline have been utilized for organic transformations over the last 50 years. In many cases these systems are impacted by reaction conditions and perform best under an inert atmosphere. Here we explore the role the 1,1

Unique copper-salen complex: An efficient catalyst for N-arylations of anilines and imidazoles at room temperature

We have reported here the catalytic activity of a unique Cu-salen type complex in N-arylation of anilines with arylboronic acids in water. The protocol is found to be applicable for a wide range of electronically diversified arylboronic acids and anilines with excellent yields of the isolated product. Further the scope of this protocol has been extended to the synthesis of various N-aryl imidazoles in iso-propanol.

Two-dimensional copper-based metal-organic framework as a robust heterogeneous catalyst for the N-arylation of imidazole with arylboronic acids

N-arylation of imidazole was accomplished with a two-dimensional (2D) [Cu(ima)2]n metal-organic framework in methanol at room temperature. A variety of N-arylimidazoles were isolated in good yields after a short reaction time. Moreov

Recyclable hydrophobic copper (II) phthalocyanine catalyzed N-arylation of imidazoles in dimethylsulfoxide

Copper (II) phthalocyanine (CuPc) was used as a catalyst for the N-arylation of imidazoles with aryl iodides or bromides. The catalyst showed high activity and could be reused 3 times without any significant loss in activity. The catalyst was characterized by Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, and ultraviolet-visible spectroscopy.

Synthesis, structure and stability of new PtII-bis(N- heterocyclic carbene) complexes

The use of metal acetates has allowed the synthesis of NHC complexes without isolation of the free carbene. This route is very useful in cases where the metal acetates are readily available and has been used, for example, for the synthesis of bis(N-hetero

Highly efficient copper-catalyzed formation of N-aryl diazoles using KF/A12O3

A simple and efficient method for the coupling of aryl iodides with heterocyclic compounds such as diazoles that does not require the use of alkoxide bases is described. The C-N bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O3 comprises an extremely efficient and general catalyst system for the N-arylation of aryl iodides. Different functionalized aryl iodides were coupled with diazoles using this method. Georg Thieme Verlag Stuttgart.

Synergistic catalysis for light-driven proton reduction using a polyoxometalate-based Cu-Ni heterometallic-organic framework

Synergistic effects of bimetallic Ni and Cu supported on metal-organic polymer composites based on Wells-Dawson P2W18O626- clusters as photosensitizer units were identified, and we report a novel approach for addressing these issues for dehydrogenation and hydrogen production reactions.

Copper immobilized on magnetite nanoparticles coated with ascorbic acid: An efficient and reusable catalyst for C─N and C─O cross-coupling reactions

In a continuation of using magnetic nanoparticle (MNP)-supported catalysts, ascorbic acid (readily available, very safe and with strong affinity to MNPs) was used instead of the commonly used silica layer coating. This hybrid was used for immobilizing copper nanoparticles to produce Cu/ascorbic acid@MNPs catalyst. The catalyst was characterized and used in carbon–oxygen and carbon–nitrogen (various substrates) cross-coupling reactions in aqueous media and at room temperature with excellent product yields. Furthermore, the catalyst could be quickly and completely recovered using an external magnetic field and reused for six reaction cycles without significant change in catalytic activity.