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2-Methyl-4-nitropyridine

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2-Methyl-4-nitropyridine Basic information
Product Name:2-Methyl-4-nitropyridine
Synonyms:2-METHYL-4-NITROPYRIDINE;4-NITRO-2-METHYLPYRIDINE;4-NITRO-2-PICOLINE;Pyridine, 2-methyl-4-nitro- (9CI);2-METHYL-4-NITROPYRIDINE,4-NITRO-2-PICOLINE;Pyridine, 2-methyl-4-nitro-;2-Methyl-4-nitropyridine ,97%;2-Mehtyl-4-nitropyridine
CAS:13508-96-8
MF:C6H6N2O2
MW:138.12
EINECS:640-476-2
Product Categories:Aromatics;Bases & Related Reagents;Nucleotides;Pyridine series;Pyridines derivates;Building Blocks;Aromatics Compounds;NITRO;blocks;NitroCompounds;Pyridines;Pyridine
Mol File:13508-96-8.mol
2-Methyl-4-nitropyridine Structure
2-Methyl-4-nitropyridine Chemical Properties
Melting point 32-34 °C
Boiling point 241.5±20.0 °C(Predicted)
density 1.246±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform, Dichloromethane
form Solid
pka2.04±0.10(Predicted)
color Yellow
CAS DataBase Reference13508-96-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-41
Safety Statements 26-39-24/25
HS Code 29333990
MSDS Information
2-Methyl-4-nitropyridine Usage And Synthesis
Chemical PropertiesYellow Solid
Uses2-Methyl-4-nitropyridine (cas# 13508-96-8) is a compound useful in organic synthesis.
Synthesis
4-Nitro-2-picoline N-oxide

5470-66-6

2-Methyl-4-nitropyridine

13508-96-8

a) To a chloroform solution of 4-nitro-2-methylpyridine-N-oxide (11 g, 71.5 mmol) was slowly added a chloroform solution of phosphorus trichloride (PCl3, 33 mL, 0.37 mmol) at 0 °C and under argon protection. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the mixture was poured into ice water and neutralized with ammonium hydroxide solution to neutral, followed by extraction with dichloromethane. The organic phases were combined and concentrated to give a yellow solid product. The solid was washed with a mixed ether-petroleum ether solvent to give 7.8 g of 2-methyl-4-nitropyridine in 79% yield with a melting point of 35 °C.

References[1] Organic Letters, 2000, vol. 2, # 22, p. 3525 - 3526
[2] Chemical and Pharmaceutical Bulletin, 1998, vol. 46, # 10, p. 1656 - 1657
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[4] Journal of Organic Chemistry, 1998, vol. 63, # 15, p. 5013 - 5030
[5] Synlett, 2009, # 18, p. 2927 - 2930
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