2-Acetyl-1-pyrroline

2-Acetyl-1-pyrroline

Names
Other names 2-Acetyl-1-pyrroline
Identifiers
CAS Number	85213-22-5 N
ChEBI	CHEBI:67125 N
ChemSpider	456071 Y
Jmol 3D model	Interactive image
MeSH	2-Acetyl-1-pyrroline
PubChem	522834
UNII	IGC0W6LY94 Y
InChI 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
Chemical formula	C6H9NO
Molar mass	111.14 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

2-Acetyl-1-pyrroline, abbreviated 2AP, with the IUPAC name 1-(3,4-dihydro-2H-pyrrol-5-yl)ethanone, is an aroma compound and flavor that gives white bread, jasmine rice and basmati rice, the spice 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. 2-Acetyl-1-pyrroline 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.

Structure and properties

2-Acetyl-1-pyrroline is a substituted pyrroline and a cyclic imine as well as a ketone.