25372-10-5

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
1H-Imidazole,1-(4-methylphenyl)is used as a building block for the synthesis of other organic compounds, playing a crucial role in the development of new pharmaceuticals and chemical products. Its unique structure allows for the creation of a wide range of derivatives with diverse applications.
Used as a Corrosion Inhibitor:
In the industrial sector, 1H-Imidazole,1-(4-methylphenyl)is utilized as a corrosion inhibitor. Its ability to form protective layers on metal surfaces helps prevent corrosion, extending the lifespan of equipment and infrastructure.
Used as a Stabilizer for Plastics:
1H-Imidazole,1-(4-methylphenyl)is employed as a stabilizer in the plastics industry. It helps maintain the integrity and performance of plastic materials, improving their resistance to degradation and enhancing their overall quality.
Used in Agricultural Chemical Production:
1H-Imidazole,1-(4-methylphenyl)serves as an intermediate in the production of agricultural chemicals. Its involvement in the synthesis of various agrochemicals contributes to the development of effective solutions for crop protection and enhancement of agricultural productivity.
Used in Medicinal Chemistry:
1H-Imidazole,1-(4-methylphenyl)has potential applications in the field of medicinal chemistry. It can be used in the development of novel drugs and pharmaceutical formulations, contributing to advancements in healthcare and the treatment of various diseases.

Upstream product

• 288-32-4 1H-imidazole 
• 106-43-4 para-chlorotoluene 
• 50-00-0 formaldehyd 
• 131543-46-9 Glyoxal 
• 106-49-0 p-toluidine 
• 174647-97-3 [(Z)-p-Tolylimino]-acetaldehyde 
• 66117-64-4 di(p-tolyl)borinic acid 
• 106-44-5 p-cresol 
• 1205-61-4 p-tolyl N,N-dimethylsulfamate 
• 132680-48-9 O-4-methylphenyl N,N-diethylcarbamate 
• 5142-75-6 tri(p-tolyl)bismuth 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 
• 5720-05-8 4-methylphenylboronic acid 

Downstream Products

• 1263043-79-3 C₃₆H₃₉N₇ 
• 1176199-92-0 1-(4-methylphenyl)-3-hexyl-1H-imidazolium bromide 
• 1176198-73-4 1-(4-methylphenyl)-3-propyl-1H-imidazolium bromide 
• 1176198-87-0 3-ethyl-1-(p-tolyl)-1H-imidazol-3-ium bromide 
• 1491211-11-0 [(2-(diphenylphosphino)-1-p-tolyl-1H-imidazole)(triphenylphosphine)2Cu₂I₂] 
• 1355955-79-1 1-(4-methylphenyl)-3-[((4bS,8R,8aR)-2-isopropyl-8-(methoxycarbonyl)-4b,8-dimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-3-yl)methyl]-3H-imidazol-1-ium chloride 

Relevant academic research and scientific papers

Immobilization of copper(II) into polyacrylonitrile fiber toward efficient and recyclable catalyst in Chan-Lam coupling reactions

A series of polyacrylonitrile fiber (PANF)-supported copper(II) catalysts were prepared through the immobilization of Cu(II) into prolinamide-modified PANF (PANPA-2F) and subsequently used for the synthesis of diverse N-arylimidazoles from arylboronic acids and imidazole. The prepared Cu(II)@PANPA-2Fs were well characterized by mechanical strength, FT-IR, XRD, XPS and SEM. Among them, CuCl2@PANPA-2F exhibited excellent catalytic performance, and its activity was significantly affected by the Cu loading. This catalytic system also displayed good activity in the synthesis of N-arylsulfonamides from arylboronic acids and tosyl azide. It was highly efficient in gram-scale reactions and could be reused five times. The advantages of low cost, easy preparation, good durability and facile recovery make the fiber catalyst attractive.

Core-shell Cu2S:NiS2@C hybrid nanostructure derived from a metal-organic framework with graphene oxide for photocatalytic synthesis of N-substituted derivatives

Recently, photocatalysis has attracted considerable interest, leading to opportunities for using renewable energy sources. A Cu:Ni metal-organic framework (MOF) modified with graphene oxide (GO) was fabricated by a facile and convenient process. Subsequen

Synthesis and Physical Properties of Tunable Aryl Alkyl Ionic Liquids (TAAILs)

Tunable aryl alkyl ionic liquids (TAAILs) based on the imidazolium cation were first reported in 2009. Since then, a series of TAAILs with different properties due to the electron-donating or -withdrawing effect of the substituents at the aryl ring has be

L-Proline N-oxide dihydrazides as an efficient ligand for cross-coupling reactions of aryl iodides and bromides with amines and phenols

A novel catalytic system based on L-proline N-oxide/CuI was developed and applied to the cross-coupling reactions of various N- and O- nucleophilic reagents with aryl iodides and bromides. This strategy featured in the employment of an-proline derived dihydrazides N-oxide compound as the superior supporting ligand. By using this protocol, a variety of products, including N-arylimidazoles, N-arylpyrazoles, N-arylpyrroles, N-arylamines, and aryl ethers, were synthesized with up to 99% yield.

Functionalization of superparamagnetic Fe3O4@SiO2 nanoparticles with a Cu(II) binuclear Schiff base complex as an efficient and reusable nanomagnetic catalyst for N-arylation of α-amino acids and nitrogen-containing heterocycles with aryl halides

Fe3O4@SiO2 nanoparticles was functionalized with a binuclear Schiff base Cu(II)-complex (Fe3O4@SiO2/Schiff base-Cu(II) NPs) and used as an effective magnetic hetereogeneous nanocatalyst for the N-arylation of α-amino acids and nitrogen-containig heterocycles. The catalyst, Fe3O4@SiO2/Schiff base-Cu(II) NPs, was characterized by Fourier transform infrared (FTIR) and ultraviolet-visible (UV-vis) analyses step by step. Size, morphology, and size distribution of the nanocatalyst were studied by transmission electron microscopy (TEM), scanning electron microscopy (SEM), and dynamic light scatterings (DLS) analyses, respectively. The structure of Fe3O4 nanoparticles was checked by X-ray diffraction (XRD) technique. Furthermore, the magnetic properties of the nanocatalyst were investigated by vibrating sample magnetometer (VSM) analysis. Loading content as well as leaching amounts of copper supported by the catalyst was measured by inductive coupled plasma (ICP) analysis. Also, thermal studies of the nanocatalyst was studied by thermal gravimetric analysis (TGA) instrument. X-ray photoelectron spectroscopy (XPS) analysis of the catalyst revealed that the copper sites are in +2 oxidation state. The Fe3O4@SiO2/Schiff base-Cu(II) complex was found to be an effective catalyst for C–N cross-coupling reactions, which high to excellent yields were achieved for α-amino acids as well as N-hetereocyclic compounds. Easy recoverability of the catalyst by an external magnet, reusability up to eight runs without significant loss of activity, and its well stability during the reaction are among the other highlights of this catalyst.

Copper nanoparticle anchored biguanidine-modified Zr-UiO-66 MOFs: a competent heterogeneous and reusable nanocatalyst in Buchwald-Hartwig and Ullmann type coupling reactions

We have designed a functionalized metal-organic framework (MOF) of UiO topology as a support, with an extremely high surface area, adjustable pore sizes and stable crystalline coordination polymeric structure and implanted copper (Cu) nanoparticles thereon. The core three dimensional Zr-derived MOF (UiO-66-NH2) was modified with a biguanidine moiety following a covalent post-functionalization approach. The morphological and physicochemical features of the material were determined using analytical methods such as FT-IR, SEM, TEM, EDX, atomic mapping, XRD and ICP-OES. The SEM and XRD results justified the unaffected morphology of Zr-MOF after structural modifications. The as-synthesized UiO-66-biguanidine/Cu nanocomposite was catalytically explored in the aryl and heteroaryl Buchwald-Hartwig C-N and Ullmann type C-O cross coupling reactions with excellent yields. A library of biaryl amine and biaryl ethers was synthesized over the catalyst under mild and green conditions. Furthermore, the catalyst was isolated by centrifugation and recycled 11 times with no significant copper leaching or change in its activity.

Tunable aryl imidazolium ionic liquids (TAIILs) as environmentally benign catalysts for the esterification of fatty acids to biodiesel fuel

Herein, we describe the synthesis of tunable aryl imidazolium ionic liquid catalysts and tested for esterification of fatty acids to biodiesel. In this work, six tunable aryl imidazolium ionic liquids (TAIILs) 1a-1f were prepared. These ionic liquids were used as the economical and reusable catalysts for the synthesis of biodiesel fuels. The reaction has been preceded in a monophase at 80 °C for 4 h, after which the product was separated from the catalyst system by a simple liquid/liquid phase separation at room temperature with excellent yields. With the simple post-process, the catalyst is reusable at least 6 times. This novel method offers a short reaction time, good yields, and environmentally benign characteristics.

N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst

An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is

Copper quinolate: A simple and efficient catalytic complex for coupling reactions

We describe an effective and novel method to prepare N-aryl imidazoles via the copper quinolate-catalyzed N-arylation of aryl halides and imidazoles. A wide range of products were obtained in moderate to excellent yields under the optimal reaction conditions. Applying standard conditions, the model reaction could be performed on a gram scale. This method also presents a new avenue to the “click” reaction of terminal alkynes, benzyl bromide, and sodium azide and to the construction of C–C bonds by homocoupling of phenylboronic acid or phenylacetylene derivatives with the aid of copper quinolate.

Facile synthesis of hydrochar supported copper nanocatalyst for Ullmann C–N coupling reaction in water

The exploration of inexpensive and stable heterogeneous catalysts and application of green solvents for Ullmann C–N coupling reaction remain challenging. We present a facile fabrication of copper nanoparticles on hydrochar as prepared from natural, inexpensive and renewable chitosan together with in-situ reduction of copper salt in a one-pot hydrothermal carbonization process. The copper nanoparticles were uniformly dispersed on hydrochar by choosing block copolymer F127 as surfactant. Moreover, maleic acid was introduced to improve the hydrophilicity of hydrochar. The most active copper nanocomposite catalyst, that is, Cu/HCS-MA-F127, exhibited excellent catalytic activity for Ullmann C–N coupling reaction in water. The nature of the Cu/HCS-MA-F127 was characterized by FTIR spectroscopy, TG, XRD, SEM and XPS. Moderate to excellent yields of aimed products were gained by using this catalytic strategy. Moreover, the Cu/HCS-MA-F127 catalyst can be reused by simple centrifugal recovery with a stable performance.