61698-31-5

Basic information

• Product Name: 1H-Imidazole, 2-(2-methylphenyl)-
• CAS NO: 61698-31-5
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Mol File: 61698-31-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole, 2-(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole, 2-(2-methylphenyl)-(61698-31-5)
• EPA Substance Registry System: 1H-Imidazole, 2-(2-methylphenyl)-(61698-31-5)

Safety Data

• Hazardous Substances Data: 61698-31-5(Hazardous Substances Data)

Usage

Structure

Heterocyclic aromatic compound with an imidazole ring fused with a tolyl group

Usage

Building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Biological activities

Exhibits a wide range of biological activities

Ligand in coordination chemistry

Often used as a ligand in coordination chemistry

Potential properties

Studied for its potential antifungal and anticancer properties, making it a versatile and important chemical in various fields of research and industry.

Upstream product

• 670-96-2 2-Phenylimidazole 
• 74-88-4 methyl iodide 
• 529-19-1 2-Methylbenzonitrile 
• 288-32-4 1H-imidazole 
• 615-37-2 ortho-methylphenyl iodide 
• 57327-93-2 2-(o-Tolyl)-2-imidazoline 
• 108-88-3 toluene 
• 50846-98-5 2-Diazo-2H-imidazole 

Downstream Products

• 616234-83-4 2-(2-(but-3-enyl)phenyl)imidazole 
• 616234-84-5 2-(2-(3-methylbut-3-enyl)phenyl)imidazole 

Relevant articles and documents

Effect of ortho-substituents on the stereochemistry of 2-(o-substituted phenyl)-1H-imidazoline-palladium complexes

Palladium complexes composed of [Pd(Ln)2Cl2] (n = 1, 2, 3, 4, 6), [L5a]2[PdCl4] and [Pd(L5b)2], where L1 = 4,5-dihydro-2-phenyl-1H-imidazole (=2-phenyl-1H-imidazoline), L2 = 2-(o-fluorophenyl)-1H-imidazoline, L3 = 2-(o-methylphenyl)-1H-imidazoline, L4 = 2-(o-tert-butylphenyl)-1H-imidazoline, L5a = 2-(o-hydroxyphenyl)-1H- imidazolinium, L5b = 2-(1H-imidazolin-2-yl)phenolate, and L6 = 2-(o-methylphenyl)-1H-imidazole, were synthesized. Molecular structures of the isolated palladium complexes were characterized by single crystal X-ray diffraction analysis. The effect of ortho-substituents on the phenyl ring on trans-chlorine geometry was noted for complexes [Pd(L1)2Cl 2] 1a and 1b, [Pd(L2)2Cl2] 2 and [Pd(L6) 2Cl2] 6, whereas cis-chlorine geometry was observed for [Pd(L3)2Cl2] 3 and [Pd(L4)2Cl2] 4. PdCl2 reacts with 2-(o-hydroxyphenyl)-1H-imidazoline in DMF to give [L5a]+ and [L5b]- so that [L5a]2[PdCl 4] 5a and [Pd(L5b)2] 5b were obtained. In complex 5b, as an N,O-bidentate ligand, two ligands L5b coordinated with the central Pd(II) ion in the trans-form. The coordination of PdCl2 with 2-(o-hydroxyphenyl)-1H-imidazolines in solution was investigated by NMR spectroscopy. Palladium complexes composed of [Pd(Ln)2Cl2] (n = 1, 2, 3, 4, 6), [L5a]2[PdCl4] and [Pd(L5b)2], where L1 = 4,5-dihydro-2-phenyl-1H-imidazole (= 2-phenyl-1H-imidazoline), L2 = 2-(o-fluorophenyl)-1H-imidazoline, L3 = 2-(o-methylphenyl)-1H-imidazoline, L4 = 2-(o-tert-butylphenyl)-1H-imidazoline, L5a = 2-(o-hydroxyphenyl)-1H-imidazolinium, L5b = 2-(1H-imidazolin-2-yl) phenolate, and L6 = 2-(o-methylphenyl)-1H-imidazole, were synthesized and characterized by single crystal X-ray diffractometry.

Palladium- and copper-mediated direct C-2 arylation of azoles - Including free (NH)-imidazole, -benzimidazole and -indole - Under base-free and ligandless conditions

The first palladium- and copper-mediated C-2 arylations of thiazole, oxazole, N-methylimidazole and N-arylimidazoles, as well as of free (NH)-imidazole, -benzimidazole and -indole, with aryl iodides under ligandless and base-free conditions are described. Complete selectivity has been achieved under these unprecedented conditions, which allow the use of substrates containing base-sensitive groups, such the NH groups of imidazole, benzimidazole or indole, without their prior protection. No N-arylation products were detected in the arylation of free (NH)-imidazole, -benzimidazole and -indole. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Heteroatom-Facilitated Ortho-Directed Lithiations of 2-Arylimidazoles

-