METHYL ISONICOTINATE Chemical Properties

Melting point:

8-8.5 °C(lit.)

Boiling point:

207-209 °C(lit.)

Density 

1.161 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.512(lit.)

Flash point:

180 °F

storage temp. 

Inert atmosphere,2-8°C

pka

5.27±0.10(Predicted)

form 

liquid

color 

Orange

InChI

InChI=1S/C8H9NO2/c1-11-8(10)6-7-2-4-9-5-3-7/h2-5H,6H2,1H3

InChIKey

ZOKQLMMQYVXILS-UHFFFAOYSA-N

SMILES

C1=NC=CC(CC(OC)=O)=C1

CAS DataBase Reference

29800-89-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10

HS Code 

2933399990

MSDS

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

METHYL ISONICOTINATE Usage And Synthesis

Synthesis

Concentrated sulfuric acid (1 g) was added slowly and dropwise to a solution of 2-(pyridin-4-yl)acetic acid (4 g, 29.2 mmol) in methanol (40 mL). The reaction mixture was heated to reflux and maintained for about 2 hours. Upon completion of the reaction, methanol was removed by rotary evaporator under reduced pressure. Water was added to the residue and extracted with ethyl acetate. The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by column chromatography (petroleum ether: ethyl acetate = 10:1) to afford methyl pyridine-4-acetate (3.5 g, yield: 79.55%).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 1, p. 59 - 63
[2] Patent: US2014/200215, 2014, A1. Location in patent: Paragraph 1253; 1254

METHYL ISONICOTINATE(29800-89-3)Related Product Information

• 4-Pyridinecarboxaldehyde
• Methyl isonicotinate
• ETHYL ISONICOTINOYLACETATE
• Isoindoline
• Ethyl isonicotinate
• tert-Butyl isonicotinate
• Isonicotinic acid
• N-phenyl isonicotinamide
• Pyridine-4-carboxylic acid N-oxide
• Pyridine hydrochloride
• 2,6-Pyridinedicarbonitrile
• 4-Pyridinesulfonamide(6CI,9CI)
• 2,3,5,6-Tetraaminopyridine trihydrochloride
• Pyridine trifluoroacetate
• PYRIDINE-2-THIOAMIDE
• 2-Pyridinesulfonamide(6CI,7CI,9CI)
• dimethyl pyridine-3,5-dicarboxylate
• Pyridine-N-oxide