Vapor pressures and vaporization enthalpies of a series of esters used in flavors by correlation gas chromatography

Mikhail Kozlovskiy, Chase Gobble, James Chickos

Research output: Contribution to journalArticlepeer-review

Abstract

The vaporization enthalpies of a series of esters used commercially as flavor ingredients are reported as are their vapor pressures over the temperature range  T /K = (298.15 to  T B ). Vaporization enthalpies and vapor pressures at  = 298.15 K ( ΔlgHm (298.15)/kJ ⋅ mol −1 p /Pa) for 3-methyl-2-butenyl acetate (47.8 ± 1.5, 468 ± 7.2),  trans trans  2,4-hexadienyl acetate (54.7 ± 1.4, 89 ± 1.5), ethyl 2-methylpentanoate (48.4 ± 1.5, 410 ± 42),  cis  3-hexenyl propionate (55.7 ± 1.0, 66.2 ± 3), allyl hexanoate (55.2 ± 1.6, 81.9 ± 10), pentyl butyrate (53.6 ± 0.6, 109 ± 1.1), isoamyl isobutyrate (51.7 ± 1.6, 180 ± 20), phenethyl acetate (61.3 ± 1.3, 13.2 ± 0.2),  cis -3-hexenyl butyrate (59.9 ± 1.7, 25.7 ± 2.2),  cis  3-hexenyl 2-methylbutyrate (61.5 ± 0.6, 15.3 ± 1), ethyl cinnamate (70.4 ± 1.4, 1.5 ± 0.03), phenethyl propionate (65.6 ± 1.6, 4.8 ± 0.09),  cis -5-octenyl propionate (65.3 ± 1.6, 7.0 ± 0.1), heptyl butyrate (65.1 ± 1.1, 7.8 ± 0.05), phenethyl butyrate (69.7 ± 1.4, 1.9 ± 0.4), linalyl acetate (62.5 ± 0.6, 12.2 ± 0.2), citronellyl acetate (67.8 ± 1.8, 4.0 ± 0.4), and phenethyl hexanoate (78.8 ± 1.5, 0.23 ± 0.005) have been evaluated by correlation gas chromatography experiments. The vaporization enthalpies of the esters studied are reproduced within ±2.0 kJ ⋅ mol −1  using a simple additivity scheme. Constants for a third order polynomial are reported which reproduces vapor pressures and predicts normal boiling temperatures to within  T  = 3.0 K.
Original languageAmerican English
JournalThe Journal of Chemical Thermodynamics
Volume86
DOIs
StatePublished - Jan 7 2015

Keywords

  • Correlation gas chromatography
  • Flavors
  • Vapor pressures
  • Vaporization enthalpies

Disciplines

  • Analytical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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