150587-22-7

Basic information

• Product Name: 5-methyl-1-phenyl-1H-imidazole
• Synonyms: 5-methyl-1-phenyl-1H-imidazole
• CAS NO: 150587-22-7
• Molecular Weight: 158.203
• Mol File: 150587-22-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 5-methyl-1-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-1-phenyl-1H-imidazole(150587-22-7)
• EPA Substance Registry System: 5-methyl-1-phenyl-1H-imidazole(150587-22-7)

Safety Data

• Hazardous Substances Data: 150587-22-7(Hazardous Substances Data)

Upstream product

• 7164-98-9 1-phenylimidazole 
• 74-88-4 methyl iodide 
• 591-50-4 iodobenzene 
• 822-36-6 4-Methylimidazole 
• 639-58-7 triphenyltin chloride 
• 108-86-1 bromobenzene 
• 822-36-6 4-methyl-1H-imidazole 
• 6831-91-0 5-methyl-1-phenylpyrazole 

Relevant articles and documents

Triphenyltin chloride as a new source of phenyl group for C-heteroatom and C-C bond formation

Ph3SnCl is introduced as a very suitable source of phenyl group for coupling with phenols, amines, and thiols in the presence of Cu(OAc)2 in Et3N at room temperature to give aryl ethers, amines, and arylthio ethers in high yields. In addition, the application of Ph3SnCl in the Stille coupling of aryl halides in the presence of Pd(0) catalyst in PEG 400 at 110C is discussed.

Copper(I)-USY as a Ligand-Free and Recyclable Catalyst for Ullmann-Type O-, N-, S-, and C-Arylation Reactions: Scope and Application to Total Synthesis

The copper(I)-doped zeolite CuI-USY proved to be a versatile, efficient, and recyclable catalyst for various Ullmann-type coupling reactions. Easy to prepare and cheap, this catalytic material enables the arylation and heteroarylation of diverse O-, N-, S-, and C-nucleophiles under ligand-free conditions while exhibiting large functional group compatibility. The facility of this catalyst to promote C-O bond formation was further demonstrated with the total synthesis of 3-methylobovatol, a naturally occurring diaryl ether of biological relevance. From a mechanistic viewpoint, two competitive pathways depending on the nature of the nucleophile and consistent with the obtained results have been proposed.

Cadmium(II)-catalyzed C-N cross-coupling of amines with aryl iodides

Cadmium diacetate dihydrate [Cd(OAc)2·2H2O] in combination with ethylene glycol catalyzes efficiently the C-N cross-coupling of amines with aryl iodides by a benzyne mechanism. Alkyl, aryl and heterocyclic amines are compatible with this system affording the aminated products in high to excellent yield.