4-Methyl-3-nitropyridine Chemical Properties

Melting point:

24-28 °C

Boiling point:

238 °C

Density 

1.228 g/mL at 25 °C

refractive index 

n20/D 1.549

Flash point:

227 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to lump to clear liquid

pka

1.87±0.18(Predicted)

color 

White or Colorless to Yellow

BRN 

118796

InChI

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

InChIKey

JLNRJMGYBKMDGI-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

5832-44-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

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

Safety Statements 

26-39-36

RIDADR 

2810

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333990

MSDS

• Language:English Provider:4-Methyl-3-nitropyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Methyl-3-nitropyridine Usage And Synthesis

Chemical Properties

Deliquescent cryst

Uses

4-Methyl-3-nitropyridine may be used as a starting material in the synthesis of ethyl 6-azaindole-2-carboxylate and also 3-substituted azaindoles.

Uses

4-METHYL-3-NITROPYRIDINE is a useful research chemical.

General Description

4-Methyl-3-nitropyridine, a substituted nitropyridine, can be prepared by the malonation of 4-methoxy-3-nitropyridine with sodium diethyl malonate.

Synthesis

The general procedure for synthesizing 3-nitro-4-methylpyridine from 4-methylpyridine is as follows:1) In step 1) of Example 1, prepare a reaction solution by adding 60 g of nitrogen pentoxide solid to 300 g of liquid sulfur dioxide at -30° C. and stirring sufficiently until completely dissolved.2) Dissolve 30 g of 4-methylpyridine in 120 g of liquid sulfur dioxide and maintain the temperature at -30° C.3 ) Slowly drop the reaction solution into 300 g of ice water for 5 minutes. ) Slowly add the nitrogen pentoxide-sulfur dioxide solution prepared in step 1) dropwise to the 4-methylpyridine solution, and react for 5 min. 4) Slowly pour the reaction solution into 300 g of ice water, and hydrolyze thoroughly. 5) Adjust the pH of the hydrolyzed solution to 8-9 using sodium carbonate. 6) Add 290 g of toluene for two extractions, and combine the extracts. 7) Remove the solvent by vacuum distillation to obtain 39 g of 3- Nitro-4-methylpyridine. The purity of the product was 99.0% by gas chromatography.

References

[1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 3, p. 538 - 541
[2] Acta Chemica Scandinavica, 1994, vol. 48, # 12, p. 1001 - 1006
[3] Acta Chemica Scandinavica, 1994, vol. 48, # 2, p. 181 - 182
[4] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1995, # 6, p. 1211 - 1216
[5] Acta Chemica Scandinavica, 1996, vol. 50, # 6, p. 556 - 557

4-Methyl-3-nitropyridine(5832-44-0)Related Product Information

• 2,4,6-Collidine
• 2-Chloro-5-chloromethylpyridine
• 2,6-Lutidine
• METHYL THIOPHENE-2-CARBOXYLATE
• Methyl acetate
• Azamethiphos
• 4-Methylpyridine
• Bensulfuron methyl
• 3-Nitropyridine
• 2-Methyl-3-nitropyridine
• Kresoxim-methyl
• Methylparaben
• Methyl acrylate
• Thiophanate-methyl
• Methyl
• Parathion-methyl
• nitrotoluene
• 2-AMINO-3-NITRO-4-PICOLINE (2-AMINO-4-METHYL-3-NITROPYRIDINE)