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

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6-Acetyl-2,3,4,5-tetrahydropyridine
6-Acetyl-2,3,4,5-tetrahydropyridine.png
Names
IUPAC name
1-(3,4,5,6-tetrahydropyridin-2-yl)ethanone
Other names
2-Acetyl-3,4,5,6-tetrahydropyridine
Identifiers
25343-57-1 N
ChEBI CHEBI:59533 YesY
ChemSpider 453844 YesY
Jmol 3D model Interactive image
Interactive image
  • InChI=1S/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3 YesY
    Key: GNZWXNKZMHJXNU-UHFFFAOYSA-N YesY
  • InChI=1/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3
    Key: GNZWXNKZMHJXNU-UHFFFAOYAY
  • O=C(C)C1=NCCCC1
  • O=C(/C1=N/CCCC1)C
Properties
C7H11NO
Molar mass 125.17 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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:

6-Acetyl-2,3,4,5-tetrahydropyridine \rightleftharpoons 6-Acetyl-2,3,4,5-tetrahydropyridine
6-Acetyl-2,3,4,5-tetrahydropyridine (1 : 2) 6-Acetyl-1,2,3,4-tetrahydropyridine

References

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