Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Vaporization Enthalpies and Vapor Pressures of Two Insecticide Components, Muscalure and Empenthrin, by Correlation Gas Chromatography

Spencer, J.[Jessica], Chickos, J.[James]
J. Chem. Eng. Data 2013, 58, 12, 3513-3520
ABSTRACT
The vaporization enthalpies at T/K = 298.15 and vapor pressures from T/K = (298.15 to Tnb (normal boiling temperature)) of muscalure (Z-9-tricosene) and empenthrin [(E)-(RS)-1-ethynyl-2-methylpent-2-enyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropane-carboxylate], have been evaluated by correlation gas chromatography. Commercial samples of muscalure also contain a small amount of E-9-tricosene. Vaporization enthalpies of [(114.4 +- 1.0) and (114.5 +- 1.0)] kJ*mol 1 and vapor pressures, p/Pa = [(1.2 +- 0.1) and (1.1 +- 0.1)]*10 4, both at T/K = 298.15 have been evaluated for Z and E-9-tricosene, respectively. Empenthrin is also a mixture of possibly four diasteriomers. Two of the diasteriomers, empenthrin 1 and 2, are separated by the chromatography and are characterized by the order of their elusion off the column. Vaporization enthalpies of [(87.2 +- 4.8) and (87.0 +- 4.8)] kJ*mol 1 and vapor pressures, p/Pa = [(594 +- 380) and (601 +- 383)]*10 4, also at T/K = 298.15 have been evaluated for the two diasteriomers, empenthrin 1 and 2, respectively. Vapor pressure equations generated by correlation for muscalure predict a boiling temperature at p/Pa = 133 of Tb/K = 449 (lit. 453) and for empenthrin 1 and 2 at p/Pa = 101325 of Tnb/K = 567.9 and 569.2 (lit. 568.7). The vapor pressure values for empenthrin at T/K = 298.15 serve as a test case for comparing the accuracy of vapor pressure measurements using other GC retention time methods on environmentally sensitive materials.
Compounds
# Formula Name
1 C23H46 (Z)-tricos-9-ene
2 C23H46 (E)-9-tricosene
3 C18H26O2 empenthrin
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Correlation gas chromatography
  • 1
  • POMD
  • 1
  • Vapor or sublimation pressure, kPa ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Gas chromatography
  • 74
  • POMD
  • 2
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Correlation gas chromatography
  • 1
  • POMD
  • 2
  • Vapor or sublimation pressure, kPa ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Gas chromatography
  • 74
  • POMD
  • 3
  • Vapor or sublimation pressure, kPa ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Gas chromatography
  • 57
  • POMD
  • 3
  • Molar enthalpy of transition or fusion, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Correlation gas chromatography
  • 2