128654-09-1

Basic information

• Product Name: N-(6-carboxypicolinyl)-2-chloro-4-nitroaniline
• CAS NO: 128654-09-1
• Molecular Weight: 321.677
• Mol File: 128654-09-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(6-carboxypicolinyl)-2-chloro-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(6-carboxypicolinyl)-2-chloro-4-nitroaniline(128654-09-1)
• EPA Substance Registry System: N-(6-carboxypicolinyl)-2-chloro-4-nitroaniline(128654-09-1)

Safety Data

• Hazardous Substances Data: 128654-09-1(Hazardous Substances Data)

Upstream product

• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 121-87-9 2-Chloro-4-nitroaniline 

Relevant articles and documents

The Metal-ion-promoted Water- and Hydroxide-ion-catalysed Hydrolysis of Amides

Rate constants have been determined for the hydrolysis of 8-trifluoroacetamidoquinoline-2-carboxylic acid and N-(6-carboxypicolinyl)-2,4-dinitroaniline in water at 70 deg C.The hydrolysis reactions of these amides in the absence of metal ions are OH- catalysed at pH values >7.Divalent metal ions (Co2+, Ni2+, and Zn2+) have a significant catalytic effect on the rates of hydrolysis.Binding of the metal ions to the amides is strong, and saturation occurs at low metal ion concentrations (-1).At saturating concentrations of the metal ions kobs ispH independent at pH- catalysed reactions are not observed.In contrast, the Ni2+ catalysed hydrolysis of the β-lactam, N-(8-quinolyl)azetidin-2-one, proceeds through a metal-ion-promoted OH- reaction.A 0.01 mol dm-1 concentration of Ni2+ (non saturating) provides a rate enhancement of 105 over that observed in the absence of metal ion.The tye of metal ion catalysis observed in amide hydrolysis, i.e., pH independent or OH- dependent, must be determined by the nature of the rate-determining step and the ease of C-N bond breaking.A metal-ion-promoted OH- catalysed reaction will occur att pH values near neutrality when C-N bond breakng is facile and nucleophilic attack is rate determining, whereas when C-N bond breaking is difficult, and therefore part of the rate-determing step, the reaction will be pH independent because of the requirement for protonation of the nitrogen leaving group.