2-Acetyl-1-pyrroline (2AP) is an
aroma compound and
flavor that gives freshly baked
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. Fresh marking fluid (MF) and urine of the tiger (Indian, Amur or Siberian) and Indian leopard also have a strong aroma due to 2AP.
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.
Structure and properties
2AP is a
substituted
A substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. Substitution reactions ar ...
pyrroline and a cyclic
imine as well as a
ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bon ...
.
References
{{DEFAULTSORT:Acetyl-1-Pyrroline, 2-
Flavors
Ketones
Imines
Pyrrolines