2-Acetylpyridine

2-Acetylpyridine is an organic compound with the formula CH
3
COC
5
H
4
N
. It is a viscous colorless liquid that is widely used as a flavoring substance. It is found in malt and produced by the Maillard reaction and by nixtamalization. It contributes to the flavor of corn tortillas, popcorn, and beer. [3]

2-Acetylpyridine
Names
Preferred IUPAC name
1-(Pyridin-2-yl)ethan-1-one
Other names
1-(Pyridin-2-yl)ethanone
1-(2-Pyridinyl)ethanone
Methyl 2-pyridyl ketone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.051
UNII
  • CC(C1=NC=CC=C1)=O
Properties
C7H7NO
Molar mass 121.139 g·mol−1
Density 1.08 g/mL[1]
Melting point 8 to 10 °C (46 to 50 °F; 281 to 283 K)[2]
Boiling point 188 to 189 °C (370 to 372 °F; 461 to 462 K)[1]
Hazards
Flash point 73 °C (163 °F; 346 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Synthesis

The compound is prepared by acylation of 2-bromopyridine via the Grignard reagent.[4]

Chemical Use

See also

References

  1. Sigma Adrich
  2. ChemicalBook
  3. National Toxicology Program"Summary of Data for Chemical Selection" Archived 2011-08-13 at the Wayback Machine
  4. Trécourt, F.; Breton, G.; Bonnet, V.; Mongin, F.; Marsais, F.; Quéguiner, G., "New Syntheses of Substituted Pyridines via Bromine–Magnesium Exchange", Tetrahedron 2000, volume 56, pp. 1349-1360. doi:10.1016/S0040-4020(00)00027-2.
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