6960-20-9

Basic information

• Product Name: 3-METHYL-5-NITROPYRIDINE
• Synonyms: 3-METHYL-5-NITROPYRIDINE;5-NITRO-3-PICOLINE;Pyridine, 3-methyl-5-nitro- (9CI);3-NITRO-5-PICOLINE;NSC69795;3-Methyl-5-nitropyridine 96%
• CAS NO: 6960-20-9
• Molecular Formula: C₆H₆N₂O₂
• Molecular Weight: 138.12
• Product Categories: NITRO;blocks;NitroCompounds;Pyridines;Pyridine
• Mol File: 6960-20-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 93
• Boiling Point: 248 °C at 760 mmHg
• Flash Point: 103.8 °C
• Appearance: /
• Density: 1.246 g/cm³
• Vapor Pressure: 0.0392mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: Keep Cold
• PKA: 1.49±0.20(Predicted)
• CAS DataBase Reference: 3-METHYL-5-NITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-5-NITROPYRIDINE(6960-20-9)
• EPA Substance Registry System: 3-METHYL-5-NITROPYRIDINE(6960-20-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-41-43-52
• Safety Statements: 26-36/37-39
• WGK Germany: 3
• HazardClass: 6.1
• Hazardous Substances Data: 6960-20-9(Hazardous Substances Data)

Usage

General Description

3-Methyl-5-nitropyridine is a chemical compound with the molecular formula C6H6N2O2. It is a yellow crystalline solid that is soluble in organic solvents and commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used in the production of dyes and other organic compounds. 3-Methyl-5-nitropyridine is a flammable and potentially explosive substance and should be handled with caution. It is primarily synthesized through nitration of 3-methylpyridine, and its chemical properties make it a versatile building block in organic synthesis.

InChI:InChI=1/C6H6N2O2/c1-5-2-6(8(9)10)4-7-3-5/h2-4H,1H3

Upstream product

• 17758-39-3 1-methyl-5-nitropyrimidin-2(1H)-one 
• 123-38-6 propionaldehyde 
• 68906-00-3 2-phenyl-5-nitropyrimidine 
• 6407-34-7 methyl-1 ethylideneamine 
• 22353-33-9 3-chloro-5-nitropyridine 
• 105-53-3 diethyl malonate 
• 7464-14-4 2-hydroxy-5-methyl-3-nitropyridine 
• 23056-40-8 2-chloro-5-methyl-3-nitro-pyridine 
• 108-99-6 3-Methylpyridine 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 
• 21901-25-7 3-nitro-5-methyl-2-hydrazine-pyridine 

Downstream Products

• 18344-51-9 2-amino-3-methyl-5-nitropyridine 
• 2047-49-6 5-nitropyridine-3-carboxylic acid 

Relevant articles and documents

Synthesis method of 3-bromo-5-methylpyridine

The invention relates to the field of organic chemistry and particularly provides a synthesis method of 3-bromo-5-methylpyridine. The synthesis method includes the steps of: 1) performing a reaction to diethyl malonate and alkaline metal to generate a salt, and dropwise adding a toluene solution of 3-nitro-5-chloropyridine to perform a condensation reaction, and decarboxylating the product under an acidic condition to obtain 3-nitro-5-methylpyridine; 2) performing hydrogenation reduction to the 3-nitro-5-methylpyridine with Pd/C as a catalyst and methanol as a solvent, performing suction filtration and concentrating a filtrate to prepare 3-amino-5-methylpyridine; and 3) performing a reaction to the 3-amino-5-methylpyridine with an acid to generate a salt, and cooling the salt to -10 - 0 DEG C, dropwise adding liquid bromine, and then dropwise adding a sodium nitrite water solution, regulating the pH value of the solution to alkalinity and performing extraction, drying and concentration to obtain the 3-bromo-5-methylpyridine. The synthesis method is mild in reaction conditions, is high in yield, employs easy-to-obtained raw materials, is low in cost, is short in process route and has industrial prospect.

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.

The synthesis of β-nitropyridine compounds

Pyridine and a number of substituted pyridines have been nitrated by reaction with N2O5 followed by reaction with an aqueous solution of SO2xH2O or NaHSO3. The dependence of the yields on the pH of the aqueous reaction medium, on the concentration of SO2xH2O-HSO3-, on addition of methanol to the aqueous phase, and on the reaction temperature were investigated. The yields obtained with NaHSO3 were: 3-nitropyridine 77%, 2-methyl-5-nitro-pyridine 36%, 3-methyl-5-nitropyridinc 24%, 3-acetyl-5-nitropyridine 18%, 5-nitropyridine-3-carboxylic acid 15%, 3-chloro-5-nitropyridine 11%, 4-methyl-3-nitropyridine 39%, 4-acetyl-3-nitropyridine 67%, 4-cyano-3-nitropyridine 45%, 4-phenyl-3-nitropyridine 68%, 4-formyl-3-nitropyridine 62% (from reaction in liquid SO2), 3-nitropyridine-4-carboxylic acid 48%, methyl 3-nitropyridine-4-carboxylate 75%, 2,3-dimethyl-5-nitropyridine 37%, 2,4-dimethyl-5-nitropyridine 64%, 3-nitroquinoline 10% and 4-nitroisoquinoline 42%.