2-CYANO-4-METHYLPYRIDINE Chemical Properties

Melting point:

83-87 °C

Boiling point:

145-148°C 38mm

Density 

1.08±0.1 g/cm3(Predicted)

Flash point:

145-148°C/38mm

storage temp. 

Inert atmosphere,Room Temperature

pka

0.35±0.10(Predicted)

form 

powder to crystal

color 

White to Gray to Brown

Water Solubility 

Slightly soluble in water.

BRN 

110753

InChI

InChI=1S/C7H6N2/c1-6-2-3-9-7(4-6)5-8/h2-4H,1H3

InChIKey

LQAWSWUFSHYCHP-UHFFFAOYSA-N

SMILES

C1(C#N)=NC=CC(C)=C1

CAS DataBase Reference

1620-76-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

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

Safety Statements 

22-36/37-39-26-36

RIDADR 

3276

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333990

MSDS

• Language:English Provider:ALFA

2-CYANO-4-METHYLPYRIDINE Usage And Synthesis

Chemical Properties

White to brown solid

Uses

2-Cyano-4-methylpyridine can react to produce C7H7NO2.ClH. This reaction will need reagent 6 NHCl.

Synthesis

4-Methylpyridine-N-oxide (2.0 g, 18.3 mmol) was used as starting material and dissolved in nitroethane (25 mL). Subsequently, trimethylcyanosilane (2.0 g, 20.2 mmol) and N,N-dimethylcarbamoyl chloride (1.7 mL, 18.5 mmol) were added sequentially to this solution. The reaction mixture was stirred at room temperature for 5 days. Upon completion of the reaction, the mixture was concentrated under reduced pressure, combined with saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic phases were combined and the solvent was removed by evaporation under reduced pressure. The resulting crystals were collected by filtration, washed with diisopropyl ether and dried to afford the target product 2-cyano-4-methylpyridine (0.91 g, 42% yield). The product was characterized by 1H-NMR (CDCl3), δ: 2.43 (3H, s), 7.33 (1H, d, J = 5.1 Hz), 7.53 (1H, s), 8.57 (1H, d, J = 4.8 Hz).

References

[1] Journal of Organic Chemistry, 1983, vol. 48, # 8, p. 1375 - 1377
[2] Journal of Organic Chemistry, 2013, vol. 78, # 16, p. 8054 - 8064
[3] Synthesis, 1983, # 4, p. 316 - 319
[4] Advanced Synthesis and Catalysis, 2013, vol. 355, # 5, p. 947 - 956
[5] Journal of the American Chemical Society, 1990, vol. 112, # 17, p. 6248 - 6254

2-CYANO-4-METHYLPYRIDINE(1620-76-4)Related Product Information

• 6-Methylpyridine-2-carbonitrile
• 2-CYANO-5-METHYLPYRIDINE,2-CYANO-5-METHYLPYRIDINE (2-CYANO-5-PICOLINE)
• 5-Bromo-2-pyridinecarbonitrile
• 4-Bromomethyl-2-cyanobiphenyl
• 5-Bromo-6-methyl-2-pyridinecarbonitrile
• 4-CHLORO-PYRIDINE-2-CARBONITRILE
• 2-Cyano-4-fluoropyridine
• 2-Cyano-5-fluoropyridine
• 3-Bromo-2-cyanopyridine
• (5-TRIFLUOROMETHYL-PYRIDIN-2-YL)-ACETONITRILE
• 2-Cyano-5-nitropyridine
• 5-Chloro-2-cyanopyridine
• 5-BROMO-4-METHYL-PYRIDINE-2-CARBONITRILE
• 2-CHLORO-3-CYANO-6-METHYLPYRIDINE,2-CHLORO-3-CYANO-6-METHYLPYRIDINE 99%
• 3-CYANO-5-METHYLPYRIDINE
• 3-Methylpicolinonitrile
• 2-Chloro-4-methylpyridine-3-carbonitrile
• 2,6-DIHYDROXY-3-CYANO-4-METHYLPYRIDINE