2-Hydroxy-4-methyl-3-nitropyridine Chemical Properties

Melting point:

229-232 °C(lit.)

Boiling point:

277.46°C (rough estimate)

Density 

1.4564 (rough estimate)

refractive index 

1.5100 (estimate)

storage temp. 

Store at room temperature

solubility 

soluble in Dimethylformamide

pka

8.40±0.10(Predicted)

form 

Crystalline Solid

color 

Pale yellow

BRN 

139125

InChI

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

InChIKey

HZCWTTHQRMHIIE-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

21901-18-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29337900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2-Hydroxy-4-methyl-3-nitropyridine Usage And Synthesis

Uses

2-Hydroxy-4-methyl-3-nitropyridine is a useful research chemical.

Chemical Properties

yellow crystalline powder

General Description

The conformational stability and the vibartional analysis of 2-hydroxy-4-methyl-3-nitropyridine was studied.

Synthesis

4-Methyl-3-nitropyridin-2-amine (compound 8, 11 g, 0.072 mol) was added to 150 mL of water, concentrated sulfuric acid (11 mL) was added slowly with stirring and cooled to 0 °C in an ice bath. Sodium nitrite (9 g, 0.130 mol) was dissolved in 20 mL of water and added slowly dropwise through a long-necked funnel to just below the reaction solution level. The reaction was stirred continuously for 2 h at room temperature and then heated to boiling until the reaction was complete, during which no brown gas escaped. After completion of the reaction, the reaction solution was cooled and the solid product was collected by filtration and dried to give 2-keto-3-nitro-4-methylpyridine (Compound 9, 10.8 g, 97.6% yield). The melting points of the product were 222.3-222.6 °C (aqueous phase) and 231.6-231.8 °C (ethanol phase), which were in agreement with literature reports.

References

[1] Patent: EP2366691, 2011, A1. Location in patent: Page/Page column 7
[2] Journal of the American Chemical Society, 1950, vol. 72, p. 2806
[3] Journal of Organic Chemistry, 1955, vol. 20, p. 1729,1731
[4] Chemical and Pharmaceutical Bulletin, 2008, vol. 56, # 6, p. 775 - 780
[5] Chemical and Pharmaceutical Bulletin, 2017, vol. 65, # 1, p. 66 - 81

2-Hydroxy-4-methyl-3-nitropyridine(21901-18-8)Related Product Information

• METSULFURON METHYL
• 3-Hydroxypyridine
• 2,4,6-Collidine
• 2-Chloro-3-hydroxypyridine
• Methyl acetate
• 4-Methylpyridine
• 4-Methyl-3-nitropyridine
• 2-Bromo-5-nitropyridine
• Azamethiphos
• Bensulfuron methyl
• 2-Hydroxy-4-methylpyridine
• 3-Nitro-2-pyridinol
• CHLOROPHOSPHONAZO III
• Methyl salicylate
• 4-Hydroxy-3-nitropyridine
• Kresoxim-methyl
• Methylparaben
• Thiophanate-methyl