Vapor Pressure of 2-Dialkyl Aminoethanethiols

Williams, Barry R.; Hulet, Melissa S.; Brozena, Ann; Miles, Ronald W.; Tevault, David E.

doi:10.1021/je400136y

Cited by 6 publications

(6 citation statements)

References 17 publications

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“…Differential scanning calorimetry (DSC) has been used to determine the vapour pressure of diverse compounds, for instance, alkyl phosphonates [ 19 ], ethyl esters [ 20 ], 2-dialkyl aminoethanethiols [ 21 ], fatty acids [ 22 ] and precursors of chemical warfare agents [ 23 ]. In DSC, the isothermal boiling temperature of a pure compound is measured as a function of pressure.…”

Section: Methodsmentioning

confidence: 99%

Raspberry Ketone Analogs: Vapour Pressure Measurements and Attractiveness to Queensland Fruit Fly, Bactrocera tryoni (Froggatt) (Diptera: Tephritidae)

et al. 2016

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The Queensland fruit fly, Bactrocera tryoni (Froggatt) (Q-fly), is a major horticultural pest in Eastern Australia. Effective monitoring, male annihilation technique (MAT) and mass trapping (MT) are all important for control and require strong lures to attract flies to traps or toxicants. Lure strength is thought to be related in part to volatility, but little vapour pressure data are available for most Q-fly lures. Raspberry ketone (4-(4-hydroxyphenyl)-2-butanone) and analogs that had esters (acetyl, difluoroacetyl, trifluoroacetyl, formyl, propionyl) and ethers (methyl ether, trimethylsilyl ether) in replacement of the phenolic group, and in one case also had modification of the 2-butanone side chain, were measured for their vapour pressures by differential scanning calorimetry (DSC), and their attractiveness to Q-fly was assessed in small cage environmentally controlled laboratory bioassays. Maximum response of one category of compounds, containing both 2-butanone side chain and ester group was found to be higher than that of the other group of compounds, of which either of 2-butanone or ester functionality was modified. However, linear relationship between vapour pressure and maximum response was not significant. The results of this study indicate that, while volatility may be a factor in lure effectiveness, molecular structure is the dominating factor for the series of molecules investigated.

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Section: Methodsmentioning

confidence: 99%

Raspberry Ketone Analogs: Vapour Pressure Measurements and Attractiveness to Queensland Fruit Fly, Bactrocera tryoni (Froggatt) (Diptera: Tephritidae)

et al. 2016

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“…Although it would be preferable to have all measured values within 10%, if not 5%, of the calculated values, deviations between ±1 and ±15% have been reported previously. 26,40 The low RMSD between the data sets shows that the GC-oven saturator and TD−GC−MS analysis method yields reliable vapor pressure data at ambient temperatures.…”

Section: Methodsmentioning

confidence: 99%

Vapor Pressures and Thermodynamic Properties of Phenylpropanoid and Phenylbutanoid Attractants of Male Bactrocera, Dacus, and Zeugodacus Fruit Flies at Ambient Temperatures

Cameron

McRae

Park

et al. 2020

J. Agric. Food Chem.

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We report on the vapor pressures at ambient temperatures of seven attractants of Bactrocera, Dacus, and Zeugodacus fruit fliesraspberry ketone, cuelure, raspberry ketone trifluoroacetate, methyl eugenol, methyl isoeugenol, dihydroeugenol, and zingeroneby a vapor saturation method. Dry nitrogen was passed over each compound at well-controlled temperatures. Entrained vapor from the compounds was trapped on Tenax GR tubes and analyzed by thermal desorption–gas chromatography–mass spectrometry. The measured attractant amounts on the traps were converted to vapor pressures. Data were subsequently fitted by the Antoine equation. From the Antoine equation parameters, thermodynamic properties for each compound were calculated at 298 K. The calculated vapor pressures were used to compare the volatility of the fruit fly attractants and to infer implications for field applications. Using ambient temperature readings yields far better estimates of vapor pressure values at temperatures relevant for insect control than do Antoine equation parameters derived from high-temperature readings.

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“…Ambient temperature vapor pressure data were measured for TEPO using a modified ASTM International vapor saturation method in which mass change was monitored after flowing dry nitrogen carrier gas through a specially designed vessel containing liquid TEPO using methodology described in detail elsewhere …”

Section: Methodsmentioning

confidence: 99%

“…Ambient temperature vapor pressure data were measured for TEPO using a modified ASTM International vapor saturation method 83 in which mass change was monitored after flowing dry nitrogen carrier gas through a specially designed vessel containing liquid TEPO using methodology described in detail elsewhere. 81 A similar method in which quantitative analysis of the saturator effluent was performed using a trap-and-purge method, described elsewhere, 79 was employed for TPPO. The carrier flow rate through the saturator was nominally 25.0 standard cubic centimeters per minute (sccm), referenced to 1 atm and T = (273.15) K, and saturation was confirmed by increasing the saturator flow rate to 50 sccm with no measurable change in TPPO vapor pressure.…”

Section: ■ Introductionmentioning

confidence: 99%

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Vapor Pressure of Triethyl and Tri-n-Propyl Phosphates and Diethyl Malonate

et al. 2014

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Triethyl phosphate (TEPO,, tri-npropyl phosphate (TPPO,, and diethyl malonate (DEM, are of considerable interest to the chemical defense community as nontoxic simulants for toxic chemical warfare agents. Vapor pressure data have been measured for TEPO at T = (271.25 to 480.15) K, for TPPO at T = (263.15 to 527.61) K, and for DEM at T = (265.15 to 471.25) K using a variety of standard methods that have been modified as necessary. The new data extend the range of vapor pressure data previously reported in the literature for each of the title compounds to subambient temperatures and to lower pressures by approximately 3 orders of magnitude for TEPO, 5 orders of magnitude for TPPO, and 1 order of magnitude for DEM. Vapor pressure data and derived properties, including volatility and temperature-dependent heats of vaporization are reported for TEPO, TPPO, and DEM along with comparisons to chemical warfare agent materials.

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Vapor Pressure of 2-Dialkyl Aminoethanethiols

Cited by 6 publications

References 17 publications

Raspberry Ketone Analogs: Vapour Pressure Measurements and Attractiveness to Queensland Fruit Fly, Bactrocera tryoni (Froggatt) (Diptera: Tephritidae)

Raspberry Ketone Analogs: Vapour Pressure Measurements and Attractiveness to Queensland Fruit Fly, Bactrocera tryoni (Froggatt) (Diptera: Tephritidae)

Vapor Pressures and Thermodynamic Properties of Phenylpropanoid and Phenylbutanoid Attractants of Male Bactrocera, Dacus, and Zeugodacus Fruit Flies at Ambient Temperatures

Vapor Pressure of Triethyl and Tri-n-Propyl Phosphates and Diethyl Malonate

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