2-Methoxy-3-nitropyridine Chemical Properties

Melting point:

53-55°C

Boiling point:

247.9±20.0 °C(Predicted)

Density 

1.300±0.06 g/cm3(Predicted)

Flash point:

>110℃

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

-0?+-.0.10(Predicted)

color 

White to Amber

BRN 

138199

InChI

InChI=1S/C6H6N2O3/c1-11-6-5(8(9)10)3-2-4-7-6/h2-4H,1H3

InChIKey

WZNQCVOSOCGWJG-UHFFFAOYSA-N

SMILES

C1(OC)=NC=CC=C1[N+]([O-])=O

CAS DataBase Reference

20265-35-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22-41-37/38

Safety Statements 

26-36/37/39-22-36-39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:2-Methoxy-3-nitropyridine
• Language:English Provider:ALFA

2-Methoxy-3-nitropyridine Usage And Synthesis

Uses

2-Methoxy-3-nitropyridine is a pyridine compound used as a reagent in chemical reactions or as an intermediate component in organic synthesis. It can be reduced to amines and then converted to N-substituted derivatives.

Preparation

2-Methoxy-3-nitropyridine can be prepared by methylation of 2-hydroxy-3-nitropyridine^[1].

Synthesis

Example 12 Synthesis of 2-methoxy-3-nitropyridine STR27: 2-chloro-3-nitropyridine (25 g, 0.157 mol) was suspended in methanol (300 ml), followed by addition of sodium methanolate (17 g, 0.315 mol). The reaction mixture was heated to reflux for 2 hours. After completion of the reaction, some of the solvent was removed by distillation under reduced pressure. The remaining reaction mixture was diluted with water (1 liter) and filtered to collect the precipitate precipitated. The resulting white solid was washed with copious amounts of water and subsequently dried under vacuum to afford the target product 2-methoxy-3-nitropyridine (18.2 g, 75% yield). The structure of the product was confirmed by 1H NMR (CDCl3): δ 8.42 (dd, J = 5,2 Hz, 1H); 8.28 (dd, J = 8,2 Hz, 1H); 7.06 (dd, J = 8,5 Hz, 1H); 4.13 (s, 3H).

References

[1] GRUBER W. PYRIDINE DERIVATIVES: PART VI MALONATIONS OF SUBSTITUTED NITROPYRIDINES[J]. Canadian Journal of Chemistry, 1953. DOI:10.1139/V53-152.

2-Methoxy-3-nitropyridine(20265-35-4)Related Product Information

• (Trifluoromethoxy)benzene
• 4-Methoxybenzoic acid
• 2-Methoxypyridine
• p-Anisaldehyde
• p-Anisidine
• 4-Ethoxy-3-nitropyridine
• 2-Bromo-5-nitropyridine
• Anisole
• POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE
• 2-Methyl-3-nitropyridine
• Methoxyacetic acid
• 2-Chloro-6-methoxy-5-nitropyridine,6-Chloro-2-methoxy-3-nitropyridine
• 5-BROMO-2-METHOXY-3-NITRO-PYRIDINE
• 3-BROMO-5-CHLORO-2-METHOXY-PYRIDINE
• 3-BROMO-2-METHOXY-6-PICOLINE
• 3-BROMO-5-FLUORO-2-METHOXYPYRIDINE
• 5-AMINO-3-BROMO-2-METHOXYPYRIDINE
• 5-AMINO-2-METHOXY-3-METHYLPYRIDINE HCL