6-Acetyl-2,3,4,5-tetrahydropyridine

6-Acetyl-2,3,4,5-tetrahydropyridine

Names
Preferred IUPAC name 1-(3,4,5,6-Tetrahydropyridin-2-yl)ethan-1-one
Other names 1-(3,4,5,6-Tetrahydropyridin-2-yl)ethanone 2-Acetyl-3,4,5,6-tetrahydropyridine
Identifiers
CAS Number	27300-27-2 N 25343-57-1 tautomer
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	1446593, 1446593
ChEBI	CHEBI:59533 Y CHEBI:59534 tautomer
ChemSpider	453844 Y
PubChem CID	520194 tautomer
UNII	D3A5PA4S6W Y
InChI InChI=1S/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3 Y Key: GNZWXNKZMHJXNU-UHFFFAOYSA-N Y InChI=1/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3 Key: GNZWXNKZMHJXNU-UHFFFAOYAY
SMILES O=C(C)C1=NCCCC1 O=C(/C1=N/CCCC1)C
Properties
Chemical formula	C7H11NO
Molar mass	125.171 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

6-Acetyl-2,3,4,5-tetrahydropyridine is an aroma compound and flavor that gives baked goods such as white bread, popcorn, and tortillas their typical smell, together with its structural homolog 2-acetyl-1-pyrroline.

6-Acetyl-2,3,4,5-tetrahydropyridine and 2-acetyl-1-pyrroline are usually formed by Maillard reactions during heating of food. Both compounds have odor thresholds below 0.06 ng/L.^{[1] [2]}

Structure and properties

6-Acetyl-2,3,4,5-tetrahydropyridine is a substituted tetrahydropyridine and a cyclic imine as well as a ketone. The compound exists in a chemical equilibrium with its tautomer 6-acetyl-1,2,3,4-tetrahydropyridine that differs only by the position of the double bond in the tetrahydropyridine ring:

	${\displaystyle \rightleftharpoons }$
6-Acetyl-2,3,4,5-tetrahydropyridine	(1 : 2)	6-Acetyl-1,2,3,4-tetrahydropyridine

References

This page was last edited on 8 August 2023, at 16:06