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.)

vapor pressure 

32.2Pa at 25℃

refractive index 

n20/D 1.512(lit.)

Flash point:

180 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Ethyl Acetate

pka

pK1:3.26(＋1) (25°C)

form 

Liquid

color 

Clear orange to brown

Specific Gravity

1.001

Water Solubility 

Slightly soluble in water.

BRN 

114618

LogP

0.464 at 25℃

CAS DataBase Reference

2459-09-8(CAS DataBase Reference)

NIST Chemistry Reference

Pyridine-4-carboxylic acid, methyl ester(2459-09-8)

EPA Substance Registry System

4-Pyridinecarboxylic acid, methyl ester (2459-09-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

F 

10

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

CBL

HS Code 

29333990

MSDS

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

Methyl isonicotinate Usage And Synthesis

Chemical Properties

CLEAR ORANGE TO BROWN LIQUID

Uses

Methyl Isonicotinate induces increased walking and take-off behavior in western flower thrips, Frankliniella occidentalis.

Uses

Methyl isonicotinate can be used in:

• The preparation of various photosensitizers for applications in dye-sensitized solar cells (DSSCs).
• Synthesizing luminophore for luminescent metal-organic framework (MOF).
• Nonaqueous redox flow batteries as pyridine-based anolyte material that undergoes two reversible reductions in solutions with Li-ion electrolytes.

Uses

Methyl Isonicotinate induces increased walking and take-off behaviour in western flower thrips, Frankliniella occidentalis.

Flammability and Explosibility

Not classified

Synthesis

GENERAL STEPS: A mixture of chlorobrominated resin and K2CO3 in MeOH-H2O (8:2, 3 mL) was placed in a round-bottomed flask equipped with a magnetic stirrer. 4-Pyridinecarboxaldehyde (1 mmol, 1 equiv.) was added to it slowly and the reaction mixture was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was filtered and the filtrate was extracted with ether (Et2O). The ether layer was washed sequentially with water, brine, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated. If necessary, the residue was purified by column chromatography on silica gel (60-120 mesh) using a mixture of petroleum ether (PE) and ethyl acetate (EtOAc) (9:1) as eluent.

References

[1] Synthesis, 2010, # 2, p. 276 - 282
[2] Synlett, 2016, vol. 27, # 9, p. 1344 - 1348
[3] Tetrahedron Letters, 2014, vol. 55, # 39, p. 5358 - 5360
[4] Synthetic Communications, 2010, vol. 40, # 2, p. 186 - 195
[5] Synthesis, 2009, # 9, p. 1578 - 1581

Methyl isonicotinate(2459-09-8)Related Product Information

• Methyl 6-aminonicotinate
• Kresoxim-methyl
• Methyl acrylate
• Ethyl isonicotinate
• Methyl formate
• Methyl acetate
• Methyl 6-chloronicotinate
• Bensulfuron methyl
• Pyridine
• Methylparaben
• Methyl nicotinate
• METSULFURON METHYL
• METHYL 2-CHLORONICOTINATE
• Isonicotinic acid
• SODIUM 4-PYRIDINECARBOXYLATE TETRAHYDRATE
• Isonicotinamide
• 4-Cyanopyridine
• Thiophanate-methyl