74104-89-5

Basic information

• Product Name: 2-Pyridinecarboxylic acid, 4-nitrophenyl ester
• Synonyms: picolinic acid 4-nitrophenyl ester;p-nitrophenol picolinate;4-nitrophenyl pyridine-2-carboxylate;p-nitrophenyl picolinate;4-nitrophenyl picolinate
• CAS NO: 74104-89-5
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.207
• Mol File: 74104-89-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-Pyridinecarboxylic acid, 4-nitrophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinecarboxylic acid, 4-nitrophenyl ester(74104-89-5)
• EPA Substance Registry System: 2-Pyridinecarboxylic acid, 4-nitrophenyl ester(74104-89-5)

Safety Data

• Hazardous Substances Data: 74104-89-5(Hazardous Substances Data)

Upstream product

• 29745-44-6 pyridine-2-carbonyl chloride 
• 100-02-7 4-nitro-phenol 
• 39901-94-5 2-picolinoyl chloride hydrochloride 
• 98-98-6 2-Picolinic acid 
• 538-75-0 dicyclohexyl-carbodiimide 

Downstream Products

• 39639-98-0 piperazin-1-yl(pyridin-2-yl)methanone 
• 100-02-7 4-nitro-phenol 
• 26838-86-8 pyridine-2-carboxylic acid phenyl ester 
• 64301-94-6 2-picolinic acid 4-chlorophenyl ester 
• 98-98-6 2-Picolinic acid 
• 22113-51-5 p-cresolate 
• 3229-70-7 phenolate 
• 24573-38-4 4-chlorophenolate 
• 18938-14-2 3-chlorophenoxide 
• 18938-16-4 4-hydroxy-benzoic acid ethyl ester; deprotonated form 
• 261172-44-5 4-acetylphenoxide 
• 14609-76-8 4-cyanophenolate 
• 18938-17-5 4-formylphenoxide ion 
• 20927-95-1 2-nitrodibenzofuran 

Relevant articles and documents

-

-

Kinetic and mechanistic studies on quinuclidinolysis of Y-substituted-phenyl picolinates: Effect of amine nature on reactivity and transition- state structure

Second-order rate constants (kN) have been measured spectrophotometrically for reactions of Y-substitutedphenyl picolinates (7a-7i) with a series of quinuclidines in 80 mol% H2O/20 mol% DMSO at 25.0 ± 0.1 °C. The Bronsted-type plot f

Kinetic study on aminolysis of y-substituted-phenyl picolinates: Effect of h-bonding interaction on reactivity and transition-state structure

A kinetic study is reported on nucleophilic substitution reactions of Y-substituted-phenyl picolinates (7a-7h) with a series of cyclic secondary amines in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. Comparison of the kinetic results with those reported previously for the corresponding reactions of Y-substituted-phenyl benzoates (1a-1f) reveals that 7a-7h are significantly more reactive than 1a-1f. The Bronsted-type plot for the aminolysis of 4-nitrophenyl picolinate (7a) is linear with βnuc = 0.78, which is typical for reactions proceeding through a stepwise mechanism with expulsion of the leaving group being the rate-determining step. The Bronsted-type plots for the piperidinolysis of 7a-7h and 1a-1f are also linear with βlg = -1.04 and -1.39, respectively, indicating that the more reactive 7a-7h are less selective than the less reactive 1a-1f to the leavinggroup basicity. One might suggest that the enhanced reactivity of 7a-7h is due to the inductive effect exerted by the electronegative N atom in the picolinyl moiety, while the decreased selectivity of the more reactive substrates is in accord with the reactivity-selectivity principle. However, the nature of intermediate (e.g., a stabilized cyclic intermediate through the intramolecular H-bonding interaction for the reactions of 7a-7h, which is structurally not possible for the reactions of 1a-1f) is also responsible for the enhanced reactivity with a decreased selectivity.