2-Acetyl-1-pyrroline

2-Acetyl-1-pyrroline (2AP) is an aroma compound and flavor that gives freshly baked bread, jasmine rice and basmati rice, the herb pandan (Pandanus amaryllifolius), and bread flowers (Vallaris glabra) their customary smell. Many observers describe the smell as similar to "hot, buttered popcorn", and it is credited for lending this odor to the scent of binturong (bearcat) urine. Fresh marking fluid (MF) and urine of the tiger (Indian, Amur or Siberian) and Indian leopard also have a strong aroma due to 2AP.

2-Acetyl-1-pyrroline
Names
Preferred IUPAC name
1-(3,4-Dihydro-2H-pyrrol-5-yl)ethan-1-one
Other names
1-(3,4-Dihydro-2H-pyrrol-5-yl)ethanone
2-Acetyl-1-pyrroline
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH 2-Acetyl-1-pyrroline
PubChem CID
UNII
  • InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3 Y
    Key: DQBQWWSFRPLIAX-UHFFFAOYSA-N Y
  • InChI=1/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3
    Key: DQBQWWSFRPLIAX-UHFFFAOYAG
SMILES
  • CC(=O)C1=NCCC1
Properties
C6H9NO
Molar mass 111.144 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

2AP and its structural homolog, 6-acetyl-2,3,4,5-tetrahydropyridine of similar smell, can be formed by Maillard reactions during heating of food such as the baking of bread dough. Both compounds have odor thresholds below 0.06 ng/L.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.