2-METHYLNICOTINALDEHYDE Chemical Properties

Melting point:

242 °C (decomp)

Boiling point:

94 °C(Press: 12 Torr)

Density 

1.106 g/mL at 25 °C

refractive index 

n20/D1.549

Flash point:

93℃

storage temp. 

2-8°C, stored under nitrogen

form 

liquid

pka

4.15±0.10(Predicted)

color 

Pale yellow

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2933399990

2-METHYLNICOTINALDEHYDE Usage And Synthesis

Uses

2-Methylnicotinaldehyde is a useful research chemical.

Synthesis

General procedure for the synthesis of 2-methylpyridine-3-carbaldehyde from 2-methylpyridine-3-methanol: A mixture of 3-hydroxymethyl-2-methylpyridine (9.0 g, 73.1 mmol) and manganese(IV) dioxide (28.1 g, 322 mmol) in dichloromethane (100 mL) was heated and refluxed for 48 hours. Upon completion of the reaction, the insoluble material was removed by diatomaceous earth filtration and the filter cake was washed with a solvent mixture of methanol/dichloromethane. Subsequently, the solvent in the filtrate was removed by rotary evaporator to give 2-methylpyridine-3-carboxaldehyde (7.5 g, 85% yield) as an oily product. Its nuclear magnetic resonance hydrogen spectrum (NMR) data were as follows: δ 2.78 (s, 3H), 7.43 (dd, 1H), 8.15 (dd, 1H), 8.66 (dd, 1H).

References

[1] Patent: WO2006/106307, 2006, A1. Location in patent: Page/Page column 91
[2] Patent: WO2006/100461, 2006, A1. Location in patent: Page/Page column 83
[3] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 9, p. 1841 - 1849
[4] Patent: WO2013/19682, 2013, A1. Location in patent: Page/Page column 101
[5] Patent: WO2013/19626, 2013, A1. Location in patent: Page/Page column 27

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