2-Hydroxy-6-methyl-5-nitropyridine Chemical Properties

Melting point:

230-232 °C

Boiling point:

277.46°C (rough estimate)

Density 

1.4564 (rough estimate)

refractive index 

1.5100 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Dimethylformamide

pka

8.16±0.10(Predicted)

form 

Crystalline Powder

color 

Light brown to brown

InChI

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

InChIKey

AJDDHNXZBGZBJN-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

28489-45-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

37/39-26

HS Code 

29333990

MSDS

• Language:English Provider:ACROS

2-Hydroxy-6-methyl-5-nitropyridine Usage And Synthesis

Chemical Properties

Light yellow cryst

Uses

2-Hydroxy-6-methyl-5-nitropyridine is a versatile building block that can be used to create a range of compounds, such as 3-Amino-2-methylpyridine, 6-Chloro-2-methyl-3-nitropyridine, etc.

Synthesis

General procedure for the synthesis of 2-hydroxy-6-methyl-5-nitropyridine from 2-amino-5-nitro-6-methylpyridine: (b) 6-amino-3-nitro-2-methylpyridine (20 g, 0.131 mol) was suspended in a mixture of concentrated hydrochloric acid, H2SO4 (23.7 ml) and water (335 ml). H2SO4 (20 ml) was added slowly under cooling in an ice bath, at which point the amine was not completely dissolved. The suspension was poured into ice (100 g), followed by the addition of NaNO2 (13.53 g, 0.196 mol) solution in water (40 ml) drop by drop. Gas escaped during the reaction. The brown suspension was stirred at 10 °C for 1 h. Subsequently, it was filtered and the precipitate was washed with cold water. The resulting brown product was dried in a freeze dryer to give a final 15.78 g of 6-hydroxy-3-nitro-2-methylpyridine in 78% yield.

References

[1] Patent: WO2005/42464, 2005, A1. Location in patent: Page/Page column 33
[2] Journal of Fluorine Chemistry, 2011, vol. 132, # 8, p. 541 - 547
[3] Patent: CN105906621, 2016, A. Location in patent: Paragraph 0020
[4] Journal of the American Chemical Society, 1952, vol. 74, p. 3828,3830
[5] Yakugaku Zasshi, 1952, vol. 72, p. 434

2-Hydroxy-6-methyl-5-nitropyridine(28489-45-4)Related Product Information

• 3-Nitro-2-pyridinol
• Kresoxim-methyl
• 4-Hydroxy-3-nitropyridine
• CHLOROPHOSPHONAZO III
• 2,6-Lutidine
• 3-Hydroxypyridine
• 3-Hydroxy-2-methylpyridine
• 2-Methyl-5-nitropyridine
• 2-Methyl-3-nitropyridine
• Acetonitrile
• Methylparaben
• Azamethiphos
• Basic Violet 1
• 2-Hydroxy-5-nitropyridine
• Methyl acrylate
• 4-Methylpyridine
• Methanol
• 2-Hydroxy-6-methylpyridine