2-Acetyl-1-pyrroline
Chemical compound
From Wikipedia, the free encyclopedia
2-Acetyl-1-pyrroline (2AP) is an organic compound with the formula CH3C(O)C4H6N. In terms of structure, it is a derivative of 1-pyrroline. It 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.[1][2] Many observers describe the smell as similar to "hot, buttered popcorn" 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.[3]
| Names | |
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| 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 | |
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| ChemSpider | |
| MeSH | 2-Acetyl-1-pyrroline |
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| UNII | |
CompTox Dashboard (EPA) |
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| 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).
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Other
Structure and properties
2AP is a substituted pyrroline and a cyclic imine as well as a ketone.
