824-40-8

Basic information

• Product Name: PICOLINIC ACID N-OXIDE
• Synonyms: 1-Oxopicolinic acid;2-Carboxylicacid-pyridine-1-oxide;2-Carboxypyridine N-oxide;Picolinic acid N-oxide 97%;picolinicacid-oxide;2-PICOLINIC ACID-N-OXIDE;PYRIDINE-2-CARBOXYLIC ACID 1-OXIDE;RARECHEM AL BO 1646
• CAS NO: 824-40-8
• Molecular Formula: C₆H₅NO₃
• Molecular Weight: 139.11
• EINECS: 212-528-0
• Product Categories: Heterocyclic Building Blocks;pharmacetical;Heterocyclic Compounds;C6;Heterocyclic Building Blocks;Pyridines;Building Blocks;Chemical Synthesis
• Mol File: 824-40-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: 162 °C (dec.)(lit.)
• Boiling Point: 255.04°C (rough estimate)
• Flash Point: 237.4°C
• Appearance: White to beige/Crystals or Crystalline Powder
• Density: 1.4429 (rough estimate)
• Vapor Pressure: 1.34E-09mmHg at 25°C
• Refractive Index: 1.5423 (estimate)
• PKA: 1.57±0.50(Predicted)
• CAS DataBase Reference: PICOLINIC ACID N-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PICOLINIC ACID N-OXIDE(824-40-8)
• EPA Substance Registry System: PICOLINIC ACID N-OXIDE(824-40-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 824-40-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H5NO3/c8-6(9)5-3-1-2-4-7(5)10/h1-4H,(H,8,9)/p-1

Upstream product

• 931-19-1 2-methylpyridine N-oxide 
• 98-98-6 2-Picolinic acid 
• 1452-77-3 pyridine-2-carboxylic acid amide 
• 2459-07-6 methyl pyridine-2-carboxylate 
• 2524-52-9 ethyl-2-picolinate 
• 1121-60-4 pyridine-2-carbaldehyde 
• 75003-55-3 3-Phenyl-5-pyridin-2-yl-2-thioxo-thiazolidin-4-one 
• 64-19-7 acetic acid 
• 80413-22-5 2-Methyl-1,3-bis-trifluoromethylsulfanyl-indolizine 
• 83819-58-3 4-(2-pyridyl)dimedone 
• 3243-95-6 3-Methoxalyl-4-oxo-4H-chinolizin-1,2-dicarbonsaeure-dimethylester 
• 7722-84-1 dihydrogen peroxide 
• 694-59-7 pyridine N-oxide 
• 4467-06-5 2-(4-methylphenyl)pyridine 

Downstream Products

• 38195-81-2 1-oxy-pyridine-2-carboxylic acid methyl ester 
• 30062-31-8 2-(ethoxycarbonyl)pyridine-1-oxide 
• 694-59-7 pyridine N-oxide 
• 54633-17-9 2-(hydrazinecarbonyl)pyridine-1-oxide 
• 14933-78-9 2-carboxy-4-nitropyridine-1-oxide 
• 98-98-6 2-Picolinic acid 
• 36052-26-3 methyl 6-aminopyridine-2-carboxylate 
• 39585-75-6 2-(α-hydroxybenzyl)pyridine 1-oxide 
• 120809-70-3 2-(phenyltrimethylsiloxymethyl)-pyridine 1-oxide 

Relevant articles and documents

From Pyridine- N-oxides to 2-Functionalized Pyridines through Pyridyl Phosphonium Salts: An Umpolung Strategy

The reactions of pyridine-N-oxides with Ph3P under the developed conditions provide an unprecedented route to (pyridine-2-yl)phosphonium salts. Upon activation with DABCO, these salts readily serve as functionalized 2-pyridyl nucleophile equivalents. This umpolung strategy allows for the selective C2 functionalization of the pyridine ring with electrophiles, avoiding the generation and use of unstable organometallic reagents. The protocol operates at ambient temperature and tolerates sensitive functional groups, enabling the synthesis of otherwise challenging compounds.

ANTIBACTERIAL THERAPEUTICS AND PROPHYLACTICS

The present disclosure relates generally to novel molecules, compositions, and formulations for treatment of bacterial infections in general and more specifically to bacterial infections with antibiotic resistant pathogens.

Copper powder-catalyzed N-arylation of imidazoles in water using 2-(hydrazinecarbonyl)pyridine N-oxides as the new ligands

2-(2-Hydrazinecarbonyl)pyridine N-oxides, which were derived from pyrrole-2-carbohydrazides and pyridine N-oxides, were synthesized and utilized as the ligands for copper powder-catalyzed N-arylation of imidazoles with aryl halides in water. Imidazoles could be arylated smoothly with various aryl halides to provide the title products in preferable yields without the need of an inert atmosphere.