59066-63-6

Basic information

• Product Name: 1-METHYL-2-STYRYL-1H-BENZOIMIDAZOLE
• Synonyms: 1-METHYL-2-STYRYL-1H-BENZOIMIDAZOLE;1H-BENZIMIDAZOLE, 1-METHYL-2-[(E)-2-PHENYLETHENYL]-;1-METHYL-2-(2-PHENYLVINYL)-1H-BENZIMIDAZOLE
• CAS NO: 59066-63-6
• Molecular Formula: C₁₆H₁₄N₂
• Molecular Weight: 234.3
• Mol File: 59066-63-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 119-121 °C(Solv: toluene (108-88-3))
• Boiling Point: 431.6°C at 760 mmHg
• Flash Point: 214.8°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 1.19E-07mmHg at 25°C
• Refractive Index: 1.604
• PKA: 5.47±0.10(Predicted)
• CAS DataBase Reference: 1-METHYL-2-STYRYL-1H-BENZOIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-2-STYRYL-1H-BENZOIMIDAZOLE(59066-63-6)
• EPA Substance Registry System: 1-METHYL-2-STYRYL-1H-BENZOIMIDAZOLE(59066-63-6)

Safety Data

• Hazardous Substances Data: 59066-63-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H14N2/c1-18-15-10-6-5-9-14(15)17-16(18)12-11-13-7-3-2-4-8-13/h2-12H,1H3/b12-11+

Upstream product

• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 1632-83-3 1-Methylbenzimidazole 
• 100-42-5 styrene 
• 7436-90-0 2,2-dibromostyrene 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 100-52-7 benzaldehyde 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 95-54-5 1,2-diamino-benzene 
• 74-88-4 methyl iodide 
• 2876-08-6 1,2-dimethyl-1H-benzimidazole 
• 58758-09-1 (E)-2-styryl-1H-benzo[d]imidazole 
• 77-78-1 dimethyl sulfate 
• 3805-38-7 1,2,3-trimethylbenzimidazolium iodide 

Downstream Products

• 58758-09-1 (E)-2-styryl-1H-benzo[d]imidazole 
• 1849-01-0 1-methyl-2-benzimidazolone 

Relevant articles and documents

Arylation, Vinylation, and Alkynylation of Electron-Deficient (Hetero)arenes Using Iodonium Salts

Arylation, vinylation, and alkynylation of electron-deficient arenes and heteroarenes have been achieved by chemoselective C-H zincation followed by copper-catalyzed coupling reactions using iodonium salts. This approach offers a direct and general access to a wide scope of (hetero)biaryls as well as alkenylated and alkynylated heteroarenes under mild conditions. It is particularly useful and valuable for the rapid and modular synthesis of diverse (hetero)aryl compounds, as demonstrated in the synthesis of transient receptor potential vanilloid 1 (TRPV1) antagonists and angiotensin II receptor type 1 (AT1 receptor) antagonists.

Nano CuO-catalyzed C-H functionalization of 1,3-azoles with bromoarenes and bromoalkenes

Copper oxide catalyzed direct C-H arylation and alkenylation of aromatic heterocycles using aryl and alkenyl bromides have been developed and have been applied to the C-H functionalization of a variety of 1,3-azoles like benzoxazole, benzothiazole, 1-methylbenzimidazole, and 1-methylimidazole, with moderate to excellent yields. The best performance has been achieved in the presence of PPh3 when average size of CuO nanoparticles is 6.5 nm. This catalyst can be recovered and reused without significant decrease in its catalytic activity.

Inhibition of monoamine oxidase B by selected benzimidazole and caffeine analogues

We have recently reported that a series of (E)-8-styrylcaffeines and (E)-2-styrylbenzimidazoles are moderate to very potent competitive inhibitors of monoamine oxidase B (MAO-B). The most potent member of the series was found to be (E)-8-(3-chlorostyryl)c