939-06-0

Basic information

• Product Name: 4,5-dihydro-4-methyl-2-phenyl-1H-imidazole
• Synonyms: 4,5-dihydro-4-methyl-2-phenyl-1H-imidazole;5-methyl-2-phenyl-4,5-dihydro-1H-imidazole
• CAS NO: 939-06-0
• Molecular Formula: C₁₀H₁₂N₂
• Molecular Weight: 160.21568
• EINECS: 213-354-8
• Mol File: 939-06-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 255.6°Cat760mmHg
• Flash Point: 108.4°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.0161mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 4,5-dihydro-4-methyl-2-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dihydro-4-methyl-2-phenyl-1H-imidazole(939-06-0)
• EPA Substance Registry System: 4,5-dihydro-4-methyl-2-phenyl-1H-imidazole(939-06-0)

Safety Data

• Hazardous Substances Data: 939-06-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12N2/c1-8-7-11-10(12-8)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)

Upstream product

• 28861-84-9 Ethyl 3-chloro-2-cyano-3-phenylpropenoate 
• 78-90-0 1,2-diaminopropan 
• 93-58-3 benzoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 5873-90-5 methyl benzimidate hydrochloride 
• 2227-79-4 benzenecarbothioamide 
• 13758-35-5 3,4,4-trimethyl-2-phenyl-4,5-dihydro-oxazolium; iodide 
• 26851-78-5 2-phenyl-3-methyl-Δ²-thiazolidinium iodide 
• 19312-06-2 4,5-dihydro-4,4-dimethyl-2-phenoxazole 
• 2722-34-1 2-phenylthiazoline 
• 1568-96-3 4,4-dimethyl-2-phenyl-Δ²-oxazolinium chloride 
• 936-49-2 2-phenyl-2-imidazoline 
• 100-47-0 benzonitrile 

Downstream Products

• 147428-55-5 (+/-)-5-methyl-1,2-diphenyl-4,5-dihydro-1H-imidazole 
• 1427476-06-9 (+/-)-4-methyl-1,2-diphenyl-4,5-dihydro-1H-imidazole 
• 1227199-90-7 5-(4-bromophenyl)-2-methyl-5H-imidazo[2,1-a]isoindole 
• 1227199-92-9 5-(4-bromophenyl)-3-methyl-5H-imidazo[2,1-a]isoindole 

Relevant articles and documents

Substituent changes in the salen ligands of CuIINaI-complexes to induce various structures and catalytic activities towards 2-imidazolines from nitriles and 1,2-diaminopropane

Based on various comparable salen ligands, three synthesized CuIINaI-complexes present efficient catalytic activities for the coupling and cyclization reaction of 1,2-diaminopropane with nitriles towards 2-imidazolines. The catalytic results show that salen ligands with an electron-donating substituent and small steric hindrance improve the catalytic activity.

Copper-catalyzed N -arylation of 2-imidazolines with aryl iodides

The first copper-catalyzed N-arylation of 2-imidazolines is described. The reaction affords compounds with desirable lead-like characteristics in high yield with practical simplicity under inexpensive, ligand-free conditions. The cross coupling was successful with electron-rich and electron-poor aromatic iodides. Substrates bearing halides, esters, nitriles, and free hydroxyls are well tolerated, providing reactive handles for further functionalization, as are pyridines. In addition, the regioselective N-arylation of a 4-substituted imidazoline is reported.

Synthesis of Imidazoles and Imidazolines from 1,2-Diamines and Ethyl (E)- and (Z)-3-Aryl-3-chloro-2-cyanopropenoates

Ethyl (E)- and (Z)-3-aryl-3-chloro-2-cyanopropenoates react stereoselectively with 1,2-diamines at room temperature to give ethyl(Z)-3-(2-aminophenylamino)-3-aryl-2-cyanopropenoates. When the reactions are carried out at higher temperatures, cyclization takes place and imidazoles and imidazolines are formed in moderate to high yields.