14691-35-1

Basic information

• Product Name: 6-(4,5-diphenyl-1,3-dihydro-2H-imidazol-2-ylidene)cyclohexa-2,4-dien-1-one
• CAS NO: 14691-35-1
• Molecular Formula: C₂₁H₁₆N₂O
• Molecular Weight: 312.3645
• Mol File: 14691-35-1.mol

Chemical Properties

• Boiling Point: 529.2°C at 760 mmHg
• Flash Point: 192.3°C
• Density: 1.244g/cm³
• Vapor Pressure: 2.75E-11mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 6-(4,5-diphenyl-1,3-dihydro-2H-imidazol-2-ylidene)cyclohexa-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4,5-diphenyl-1,3-dihydro-2H-imidazol-2-ylidene)cyclohexa-2,4-dien-1-one(14691-35-1)
• EPA Substance Registry System: 6-(4,5-diphenyl-1,3-dihydro-2H-imidazol-2-ylidene)cyclohexa-2,4-dien-1-one(14691-35-1)

Safety Data

• Hazardous Substances Data: 14691-35-1(Hazardous Substances Data)

Upstream product

• 501-65-5 diphenyl acetylene 
• 90-02-8 salicylaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 536-74-3 phenylacetylene 
• 100-63-0 phenylhydrazine 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 89-95-2 2-methyl-benzyl alcohol 
• 134-81-6 benzil 
• 631-61-8 ammonium acetate 

Downstream Products

• 84203-09-8 2-(2-(4,5-diphenyl-1H-imidazol-2-yl)phenoxy)-N,N-dimethylethanamine 
• 1272541-98-6 C₂₃H₂₀N₄O₂ 
• 1272542-04-7 C₃₂H₂₉N₅O₂ 
• 303049-11-8 bis(2-(4,5-diphenyl-1H-imidazol-2-yl)phenoxy)zinc 

Relevant articles and documents

p-TSA catalyzed synthesis of 2,4,5-triarylimidazoles from ammonium heptamolybdate tetrahydrate in TBAI

A one-pot synthesis of 2,4,5-trisubstituted imidazoles from 1,2-diketone or α-hydroxy ketone, aldehyde and ammonium heptamolybdate tetrahydrate in an inexpensive and readily available ionic liquid, tetrabutylammonium iodide (TBAI) in molten state using catalytic amounts of p-TSA has been described.

Imidazole-coumarin containing D – A type fluorescent probe: Synthesis photophysical properties and sensing behavior for F? and CN? anion

A new class of D–A type intramolecular charge transfer (ICT) fluorescent probe, ICU has been designed and synthesized. The solvatochromic behavior, anion interaction and morphological features of the probe have been studied in detail. The molecular probe

On the fluorescent, steric and electronic factors affecting the detection of metallic ions using an imidazolyl-phenolic derived fluorescent probe

The imidazolyl-phenolic probe used at the present study has its photophysic properties regulated by a tautomeric equilibrium. After the absorption of a photon, an excited state intramolecular proton transfer process generates a ketonic species, responsibl

Multi-Mode White Light Emission in a ZnII Coordination Polymer from Excited-State Intramolecular Proton Transfer (ESIPT) Ligands

Multi-mode photoluminescence, including enol-emission, keto-emission, and aggregate-related emission is achieved in a ZnIIcoordination polymer from excited-state intramolecular proton transfer (ESIPT) ligands. Single-phase white light emission

One-step synthesis of 2-aryl-4,5-diphenylimidazoles under microwave irradiation

A series of 2-aryl-4,5-diphenylimidazoles were synthesized by a one-step condensation reaction of benzil, aromatic aldehyde, and ammonium acetate in acetic acid under microwave irradiation. The reactions were completed in 4-11 min with good yields and easy workup. Copyright Taylor & Francis, Inc.

Mixed cobalt/nickel metal–organic framework, an efficient catalyst for one-pot synthesis of substituted imidazoles

Abstract: In the present work, a three-dimensional bimetallic metal–organic framework, [CoNi(μ3-tp)2(μ2-pyz)2] (tp?=?terephthalic acid, pyz?=?pyrazine) was applied as a highly efficient and recoverable heterogeneous catalyst. The catalyzed reaction was the one-pot three-component condensation reaction between benzil or benzoin with various substituted aromatic aldehydes and ammonium acetate to synthesize the corresponding imidazoles in solvent-free conditions and high to quantitative yields. The catalyst can be recycled at least five times without significant loss in the catalytic activity. To the best of our knowledge, 2,4,5-trisubstituted 1H-imidazoles were not previously synthesized using MOFs as heterogeneous catalyst. The structure of previously reported cobalt/nickel MOF has been confirmed by various techniques, such as X-ray diffraction, thermogravimetric analysis, Fourier transform infrared spectroscopy, field emission scanning electron microscopy, energy dispersive X-ray spectroscopy, and Brunauer–Emmett–Teller. Graphical abstract: [Figure not available: see fulltext.]

Design and development of a novel cellulose/γ-Fe2O3/Ag nanocomposite: A potential green catalyst and antibacterial agent

A cellulose/γ-Fe2O3/Ag nanocomposite is synthesized and used as a catalyst for the synthesis of trisubstituted imidazoles and α-aminonitriles. This catalytic protocol is simple, the reaction yield is very high, and the reaction time is very short. The remarkable magnetic properties of the nanocomposite permit easy separation of the catalyst from the reaction mixture without considerable loss of catalytic activity. In addition, antibacterial properties of the nanocomposite are investigated. For this purpose, S. aureus as the representative of Gram-positive bacteria and E. coli as the representative of Gram-negative bacteria are evaluated. To study the morphology and characterization of the prepared nanocomposite, X-ray diffraction patterns (XRD), energy-dispersive X-ray spectroscopy (EDX), field-emission scanning electron microscopy (FE-SEM), vibrating sample magnetometry (VSM) and thermal gravimetric analysis/differential thermal analysis (TGA/DTA) are obtained.

Triphenyl-imidazole based reversible coloro/fluorimetric sensing and electrochemical removal of Cu2+ ions using capacitive deionization and molecular logic gates

A simple hydroxyl-substituted triphenyl-imidazole based receptor (HTPI) which selectively detects Cu2+ ion by colorimetric and fluorimetric methods was developed. HTPI detects the Cu2+ ions with the absorption enhancement and fluores

KSF supported 10-molybdo-2-vanadophosphoric acid as an efficient and reusable catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazole derivatives under solvent-free condition

The one-pot three-component cyclocondensation has been developed involving the reaction of benzil with an aromatic aldehydes and ammonium acetate under thermal solvent-free conditions in the presence of a KSF supported 10-molybdo-2-vanadophosphoric acid catalyst. 10-Molybdo-2-vanadophosphoric acid was immobilized on KSF with a 20% loading, which showed the highest catalytic activity. The catalyst was fully characterized using FT-IR spectroscopy, thermal analysis, XRD and SEM analysis techniques. There are several distinct advantages to this protocol, including high yields, short reaction time, operational simplicity and a recyclable catalyst with a facile work-up procedure.

Bronsted acid ionic liquid [Et3NH][HSO4] as an efficient and reusable catalyst for the synthesis of 2,4,5-triaryl-1H- imidazoles

A simple and efficient procedure for synthesis of 2,4,5-triaryl-1H- imidazoles by one-pot three-component condensation of aromatic aldehydes, benzil and ammonium acetate under solvent-free conditions using ionic liquid [Et 3NH][HSO4] as catalyst is described. The remarkable features of this procedure are high yields, cleaner reaction profiles, use of non-toxic, easily available, cheap, recyclable catalyst, which also has an environmentally benign nature, and simple experimental and work-up procedures.