2-Acetyl-1-pyrroline

2-Acetyl-1-pyrroline

Names
Other names 2-Acetyl-1-pyrroline
Identifiers
CAS Registry Number	85213-22-5 N
ChEBI	CHEBI:67125 N
ChemSpider	456071 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
Jmol-3D images	Image
MeSH	2-Acetyl-1-pyrroline
PubChem	522834
SMILES CC(=O)C1=NCCC1
UNII	IGC0W6LY94 Y
Properties
Molecular formula	C6H9NO
Molar mass	111.14 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
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.^[1] 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.^[2]

Structure and properties

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

References