110490-31-8

Basic information

• Product Name: Benzoic acid, 2-(3-phenyl-1-triazenyl)-, methyl ester
• CAS NO: 110490-31-8
• Molecular Formula: C14H13N3O2
• Molecular Weight: 255.276
• Mol File: 110490-31-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-(3-phenyl-1-triazenyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(3-phenyl-1-triazenyl)-, methyl ester(110490-31-8)
• EPA Substance Registry System: Benzoic acid, 2-(3-phenyl-1-triazenyl)-, methyl ester(110490-31-8)

Safety Data

• Hazardous Substances Data: 110490-31-8(Hazardous Substances Data)

Upstream product

• 35358-78-2 o-methoxycarbonylbenzenediazonium chloride 
• 62-53-3 aniline 
• 134-20-3 2-carbomethoxyaniline 
• 118-48-9 isatoic anhydride 
• 619-97-6 benzenediazonium nitrate 
• 110-86-1 pyridine 
• 2684-02-8 benzenediazonium 

Downstream Products

• 13355-65-2 5-phenylphenanthridin-6(5H)-one 
• 4478-04-0 2-(3-phenyl-triazenyl)-benzoic acid 
• 60-09-3 aniline yellow 

Relevant articles and documents

Nickel-Catalyzed Denitrogenative Annulation of 1,2,3-Benzotriazin-4-(3H)-ones with Benzynes for Construction of Phenanthridinone Scaffolds

The synthesis of phenanthridinones via denitrogenative annulation of 1,2,3-benzotriazin-4-(3H)-ones with arynes catalysed by Ni(0)/dppm was successfully developed. A variety of phenanthridinones were prepared in good to excellent yields. Based on this method, nature product, N-methylcrinasidine, was synthesized. (Figure presented.).

Steric effects in acid-catalyzed decomposition and base-catalyzed cyclization of 1-(2-alkoxycarbonyl-phenyl)-3-phenyltriazenes

Eight derivatives of 1-(2-alkoxycarbonylphenyl)-3-phenyltriazene (R = methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, and allyl) have been synthesized and their UV-VIS, IR, 1H and 13C NMR spectra measured. The NMR spectra have been interpreted in detail. The kinetics of acid-catalyzed decomposition and base-catalyzed cyclization of the title compounds have been measured in 52.1% w/w methanol at 25.0 °C. The unit reaction order has been verified and the cyclization product has been identified. The pH-profiles obtained have been used to calculate the catalytic rate constants kA (acid-catalyzed decomposition) and kB (base-catalyzed cyclization) of all the derivatives; the constants have been interpreted with regard to inductive and steric effects. The catalytic rate constant kA has been found to be independent of the substituents. The catalytic rate constant kB depends statistically significantly upon both inductive and steric effects, the sensitivity to the former being more significant. The experimental results and their interpretation confirm the base-catalyzed cyclization mechanism with formation of tetrahedral intermediate as the rate-limiting step.