22353-33-9

Basic information

• Product Name: 3-CHLORO-5-NITROPYRIDINE
• Synonyms: 3-CHLORO-5-NITROPYRIDINE;3-Chloro-5-nitropyridine97%;3-CHLORO-5-NITROPYRIDINE 97%
• CAS NO: 22353-33-9
• Molecular Formula: C₅H₃ClN₂O₂
• Molecular Weight: 158.54
• Product Categories: pharmacetical;Pyridine series;Pyridine;Pyridines;Heterocycle-Pyridine series
• Mol File: 22353-33-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 228.2°Cat760mmHg
• Flash Point: 91.8°C
• Appearance: /
• Density: 1.489g/cm³
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-CHLORO-5-NITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-5-NITROPYRIDINE(22353-33-9)
• EPA Substance Registry System: 3-CHLORO-5-NITROPYRIDINE(22353-33-9)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 22353-33-9(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C5H3ClN2O2/c6-4-1-5(8(9)10)3-7-2-4/h1-3H

Upstream product

• 21427-62-3 2,5-dichloro-3-nitropyridine 
• 22353-46-4 5-chloro-2-hydrazino-3-nitropyridine 
• 865186-94-3 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 626-60-8 3-Chloropyridine 

Downstream Products

• 1210868-16-8 3-(benzylsulfanyl)-5-chloropyridine 
• 3430-19-1 5-methylpyridin-3-amine 
• 6960-20-9 3-methyl-5-nitropyridine 

Relevant articles and documents

Reactions of 3-R-5-nitropyridines with nucleophiles: Nucleophilic substitution vs conjugate addition

A number of 3-R-5-nitropyridines were synthesized and their reactions with various types of nucleophiles were investigated. The reaction outcome depends on the nature of a nucleophile: in case of anionic O-, N- and S-nucleophiles the previously unreported substitution of non-activated nitro group occurred while carbon nucleophiles underwent dearomatization of the pyridine ring with the formation of products of 1,2- and 1,4-addition.

Preparation of nitropyridines by nitration of pyridines with nitric acid

Preparation of nitropyridines by nitration of pyridines with nitric acid was discussed. Trifluoroacetic anhydride was chilled in an ice bath and the pyridine or substituted pyridines were slowly added and stirred at chilled conditions for 2 h. Relative amounts of the reactants were required for the nitration of pyridine were characterized by 1H and Nuclear magnetic resonance (NMR) spectroscopy and elemental analysis. It was observed that the yields of β-nitropyridines obtained using the standard protocol were generally higher than those obtained using N2O3.