Elucidation of tautomer structures of 2-acetyltetrahydropyridine using gas chromatography/mass spectrometry and gas chromatography/infrared spectroscopy.
2-Acetyltetrahydropyridine is an important flavor component in heated corn products such as popcorn and corn chips. The compound exists as a mixture of two tautomers that have different flavor/aroma characteristics. The tautomers also exhibit different chromatographic behaviors and are distinguishable spectroscopically. Though their electron ionization mass spectra are different, structure assignment based on low-resolution mass spectra alone has been subject to error. A combination of high resolution exact mass measurement and vapor phase infrared measurement of the separated tautomers was used to unambiguously assign the tautomer structures.
Sanders
Robert A
RA
The Procter & Gamble Company, Winton Hill Business Center, 6300 Center Hill Avenue, Cincinnati, OH 45224, USA.
Zyzak
David V
DV
Morsch
Thomas R
TR
Rizzi
George P
GP
D005421:Flavoring Agents / Q000032:analysis / Q000737:chemistry*; D005504:Food Analysis / Q000379:methods*; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods*; D015394:Molecular Structure; D009812:Odorants / Q000032:analysis; D011725:Pyridines / Q000032:analysis / Q000737:chemistry*; D013649:Taste
C504887:2-acetyl-1,4,5,6-tetrahydropyridine; D005421:Flavoring Agents; D011725:Pyridines