14313-45-2

Basic information

• Product Name: 5,6-dimethyl-2-phenyl-1H-benzimidazole
• CAS NO: 14313-45-2
• Molecular Formula: C₁₅H₁₄N₂
• Molecular Weight: 222.2851
• Mol File: 14313-45-2.mol
• Article Data: 54

Chemical Properties

• Boiling Point: 426.4°C at 760 mmHg
• Flash Point: 224.6°C
• Density: 1.152g/cm³
• Vapor Pressure: 1.78E-07mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: 5,6-dimethyl-2-phenyl-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dimethyl-2-phenyl-1H-benzimidazole(14313-45-2)
• EPA Substance Registry System: 5,6-dimethyl-2-phenyl-1H-benzimidazole(14313-45-2)

Safety Data

• Hazardous Substances Data: 14313-45-2(Hazardous Substances Data)

Upstream product

• 110513-24-1 N-(3,4-dimethyl-phenyl)-benzamide oxime 
• 100-52-7 benzaldehyde 
• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 100-47-0 benzonitrile 
• 86255-32-5 N-(2-amino-4,5-dimethylphenyl)benzamide oxime 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 65-85-0 benzoic acid 
• 873-67-6 benzonitrile oxide 
• 108837-63-4 N-(3,4-dimethylphenyl)benzimidamide 
• 95-64-7 4-amino-o-xylene 
• 33490-49-2 ethyl N-cyanobenzimidate 
• 1042161-70-5 C₁₅H₁₄N₄ 
• 100-46-9 benzylamine 
• 6972-71-0 4,5-dimethyl-2-nitrobenzenamine 

Downstream Products

• 1313401-97-6 5,6-dimethyl-1-methylsulphanylmethyl-2-phenyl-1H-benzimidazole 
• 1174039-94-1 9,10-dimethyl-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline 
• 1417819-33-0 9,10-dimethyl-6-(p-tolyl)benzo[4,5]imidazo[2,1-a]isoquinoline 

Relevant articles and documents

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Arylimidazoles are prepared in good yields on solid mineral supports in "dry media" and under microwave irradiation in domestic ovens.

ZNCL2 - promoted synthesis of benzimidazoles under microwave irradiation

Benzimidazoles 3a-f have been prepared in a few seconds from the reaction of ophenylene-diamine 1 and β-ketoesters 2 on the surface of silica gel and ZnCl2 under microwave irradiation in excellent yield. The reaction has also gone very well in MeOH and in the presence of ZnCl2 under reflux condition.

Solvent-dependent metal-free chemoselective synthesis of benzimidazoles and 1,3,5-triarylbenzenes from 2-amino anilines and aryl alkyl ketones catalyzed by I2

A solvent-dependent I2-catalyzed chemoselective reaction was developed for the synthesis of benzimidazoles and 1,3,5-triarylbenzenes via the annulation of 2-amino anilines and aryl alkyl ketones or the cyclization of aryl alkyl ketones, respectively. With 1,4-dioxane as the solvent, sequential C[sbnd]N bond formation followed by C(CO)-C(CH3) bond cleavage leads to the formation of benzimidazoles in a highly selective manner while aldol-type self-condensation of aryl alkyl ketones predominates using PhNO2 or PhCl as the solvent to afford 1,3,5-triarylbenzenes.

H2 Activation with Co Nanoparticles Encapsulated in N-Doped Carbon Nanotubes for Green Synthesis of Benzimidazoles

Co nanoparticles (NPs) encapsulated in N-doped carbon nanotubes (Co@NC900) are systematically investigated as a potential alternative to precious Pt-group catalysts for hydrogenative heterocyclization reactions. Co@NC900 can efficiently catalyze hydrogenative coupling of 2-nitroaniline to benzaldehyde for synthesis of 2-phenyl-1H-benzo[d]imidazole with >99 % yield at ambient temperature in one step. The robust Co@NC900 catalyst can be easily recovered by an external magnetic field after the reaction and readily recycled for at least six times without any evident decrease in activity. Kinetic experiments indicate that Co@NC900-promoted hydrogenation is the rate-determining step with a total apparent activation energy of 41±1 kJ mol?1. Theoretical investigations further reveal that Co@NC900 can activate both H2 and the nitro group of 2-nitroaniline. The observed energy barrier for H2 dissociation is only 2.70 eV in the rate-determining step, owing to the presence of confined Co NPs in Co@NC900. Potential industrial application of the earth-abundant and non-noble transition metal catalysts is also explored for green and efficient synthesis of heterocyclic compounds.