Temperature Dependent Vapor Pressures of Chlorinated Catechols, Syringols, and Syringaldehydes

Lei, Ying Duan; Wania, Frank; Shiu, Wan Ying; Boocock, D. G. B.

doi:10.1021/je9801819

Cited by 16 publications

(9 citation statements)

References 16 publications

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“…This possibility cannot be excluded, because of the use of a nonpolar stationary phase and mostly nonpolar calibration compounds. We have previously used the GC-RT technique for polar phenolic compounds and obtained good agreement with directly determined vapor pressure values, but the possibility exists that the true volatility of the polyflourinated chemicals investigated here is lower than reported in Tables and .…”

Section: Discussionmentioning

confidence: 56%

Determination of Vapor Pressures, Octanol−Air, and Water−Air Partition Coefficients for Polyfluorinated Sulfonamide, Sulfonamidoethanols, and Telomer Alcohols

et al. 2004

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Liquid-phase vapor pressures (P L ) and octanol-air partition coefficients (K OA ) for N-ethyl perfluorooctane sulfonamide, N-methyl perfluorooctanesulfonamidoethanol, N-ethyl perfluorooctanesulfonamidoethanol, and four fluorotelomer alcohols (CF 3 (CF 2 ) n CH 2 CH 2 OH, n ) 3, 5, 7, and 9) were estimated as a function of temperature using a technique based on measuring gas chromatographic retention times relative to those of hexachlorobenzene. The method was calibrated using volatility data for fluorinated aromatic substances, chlorinated benzenes, and pesticides. The fluorinated telomer alcohols were found to have a volatility higher than that of the nonfluorinated alcohols of similar chain length and higher than that of perfluorinated aromatics of comparable molar mass. On the basis of their volatility, the polyfluorinated chemicals are expected to occur predominantly in the atmospheric gas phase. The water-air partition coefficient (K WA ) for the three shorter carbon chain length fluorotelomer alcohols was determined as a function of temperature using equilibrium static headspace gas chromatography and the phase ratio variation method. The K WA values of the three fluorinated telomer alcohols extrapolated to 25 °C are of a similar order of magnitude (1 < log K WA < 2) and suggest that rain scavenging is not a very efficient atmospheric deposition process.

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Section: Discussionmentioning

confidence: 56%

Determination of Vapor Pressures, Octanol−Air, and Water−Air Partition Coefficients for Polyfluorinated Sulfonamide, Sulfonamidoethanols, and Telomer Alcohols

et al. 2004

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“…In a few cases the authors represent their data as a correlation, rather than quoting the measured raw data (e.g. Lei et al, 1999). In these cases each dataset is usually represented by two points at the extremes of the experimental temperature range.…”

Section: Selection Of Vapour Pressure Datamentioning

confidence: 99%

The critical assessment of vapour pressure estimation methods for use in modelling the formation of atmospheric organic aerosol

2010

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Abstract. A selection of models for estimating vapour pressures have been tested against experimental data for a set of compounds selected for their particular relevance to the formation of atmospheric aerosol by gas-liquid partitioning. The experimental vapour pressure data (all <100 Pa) of 45 multifunctional compounds provide a stringent test of the estimation techniques, with a recent complex group contribution method providing the best overall results. The effect of errors in vapour pressures upon the formation of organic aerosol by gas-liquid partitioning in an atmospherically relevant example is also investigated. The mass of organic aerosol formed under typical atmospheric conditions was found to be very sensitive to the variation in vapour pressure values typically present when comparing estimation methods.

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“…The GC-RT technique is a well-established method for estimating the p L 298 /Pa and/or Δ VAP H /kJ·mol –1 of low-polarity compounds, such as organochlorine pesticides (OCPs), , polycyclic aromatic hydrocarbons (PAHs), , polybrominated diphenyl ethers (PBDEs), , perfluorinated compounds, polychlorinated naphthalenes (PCNs), and polychlorinated biphenyls (PCBs). , GC-RT has also been applied to the measured p L 298 /Pa of polar compounds such as organophosphate esters (OPEs), ,, phthalate esters, , phenolic compounds, and fatty acids . The GC-RT method has also been used to estimate the K OA 298 of PBDEs, PCBs, PCNs, , perfluorinated compounds, polybrominated biphenyls, and OPEs …”

Section: Introductionmentioning

confidence: 99%

“…A recent review of the GC-RT method indicates that errors from these sources can be orders of magnitude. 25 Increased accuracy for compounds of differing polarity has been obtained by selecting reference/calibration compounds of the same chemical class as those tested; for example, phenols, 18 phthalates, 17 and fatty acids. 19 While preferable, this approach was not feasible because of the scarcity of well-characterized polar reference/ calibration compounds when screening large numbers of compounds having differing functionalities, as in this paper.…”

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Gas Chromatographic Estimation of Vapor Pressures and Octanol–Air Partition Coefficients of Semivolatile Organic Compounds of Emerging Concern

et al. 2020

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The subcooled liquid-phase vapor pressures (p L 298 /Pa) and octanol−air partition coefficients (K OA 298 ) at T/K = 298, enthalpies of vaporization (Δ VAP H/kJ•mol −1 ), and internal energies of phase transfer from octanol to air (Δ OA U/kJ•mol −1 ) were estimated for synthetic musks, novel brominated flame retardants (N-BFR), organophosphate esters, and ultraviolet filters using the capillary gas chromatographic retention time (GC-RT) method. These compounds, which spanned approximately six and three orders of magnitude for p L 298 /Pa and K OA 298 , respectively, were co-chromatographed with one of three reference compounds to give initial estimates of properties at T/K = 298. The initial GC-RT property estimates were subsequently calibrated using 18 compounds that spanned 6 log units for p L 298 /Pa and 13 compounds covering 4 log units for K OA 298 . The calibrated log 10 p L 298 /Pa values estimated here ranged from 0.14 ± 0.19 to −9.19 ± 0.29 for cyclopentadecanone to syndechlorane plus (syn-DDC-CO), respectively, while the range of log 10 K OA 298 values was 6.59 ± 0.26 to 11.40 ± 0.23 for cyclopentadecanone to 2,2′,4,4′,5-pentabromodiphenyl ether (BDE-99), respectively. The calibrated GC-RT-derived values were highly correlated with, and were within an average of 0.70 log units of, the literature data for compounds with well-established p L 298 / Pa and K OA 298 measured or derived using non-GC-RT methods. Nonpolar compounds were used in this study to estimate the target polar compound data, which may introduce systematic errors. However, the comparison of our GC-RT results against the literature non-GC-RT values shows that the GC-RT methods performed similarly well for estimating both polar and nonpolar target compounds studied in this work.

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Temperature Dependent Vapor Pressures of Chlorinated Catechols, Syringols, and Syringaldehydes

Cited by 16 publications

References 16 publications

Determination of Vapor Pressures, Octanol−Air, and Water−Air Partition Coefficients for Polyfluorinated Sulfonamide, Sulfonamidoethanols, and Telomer Alcohols

Determination of Vapor Pressures, Octanol−Air, and Water−Air Partition Coefficients for Polyfluorinated Sulfonamide, Sulfonamidoethanols, and Telomer Alcohols

The critical assessment of vapour pressure estimation methods for use in modelling the formation of atmospheric organic aerosol

Gas Chromatographic Estimation of Vapor Pressures and Octanol–Air Partition Coefficients of Semivolatile Organic Compounds of Emerging Concern

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