3-Methyl-2-pyridone Chemical Properties

Melting point:

139-141 °C

Boiling point:

204.59°C (rough estimate)

Density 

1.1143 (rough estimate)

refractive index 

1.5444 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in methanol.

pka

12.61±0.10(Predicted)

form 

powder to crystal

color 

White to Orange to Green

BRN 

1422044

InChI

InChI=1S/C6H7NO/c1-5-3-2-4-7-6(5)8/h2-4H,1H3,(H,7,8)

InChIKey

MVKDNXIKAWKCCS-UHFFFAOYSA-N

SMILES

C1(=O)NC=CC=C1C

CAS DataBase Reference

1003-56-1(CAS DataBase Reference)

NIST Chemistry Reference

2(1H)-pyridinone, 3-methyl-(1003-56-1)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-20/21/22-41-37/38-22

Safety Statements 

36/37/39-26-22-36

WGK Germany 

3

HS Code 

29333995

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Methyl-2-pyridone Usage And Synthesis

Chemical Properties

Light yellow needles

Uses

3-Methyl-2-pyridone, is used as a reactant with chloro-methoxy-methane to produce 1-methoxymethyl-3-methyl-1H-pyridin-2-one. This reaction will need reagent solvent CH2Cl2. The reaction time is 24 hours with ambient temperature

Definition

ChEBI: 3-Methyl-1,2-dihydropyridin-2-one is a member of methylpyridines.

Synthesis

GENERAL METHOD: In a dry Schlenk tube, 2-bromo-3-methylpyridine (5.98 g, 35.0 mmol) was dissolved in 100 mL of ammonia (Am-OH) and potassium tert-butanol (KOt-Bu, 39.3 g, 350.0 mmol) was added. The reaction mixture was stirred at 100 °C for 40 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in 50 mL of formic acid (HCO2H) and stirred at room temperature for 24 hours. Subsequently, the pH was adjusted to about 6 using 3N aqueous potassium hydroxide (KOH). extraction was carried out with chloroform (CHCl3, 3 x 50 mL), the organic phases were combined and washed with saturated saline, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated. The crude product was purified by column chromatography (eluent: 8% methanol/dichloromethane) to afford the target product 2-hydroxy-3-methylpyridine (1) as a white solid with a yield of 2.75 g in 72% yield.

References

[1] Synlett, 2015, vol. 26, # 11, p. 1557 - 1562

3-Methyl-2-pyridone(1003-56-1)Related Product Information

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