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

• Published in: Journal of chemical and engineering data Vol. 65; no. 5; pp. 2467 - 2475
• Main Authors: Okeme, Joseph O, Rodgers, Timothy F. M, Parnis, J. Mark, Diamond, Miriam L, Bidleman, Terry F, Jantunen, Liisa M
• Format: Journal Article
• Language: English
• Published: American Chemical Society 14.05.2020
• Subjects: Analytical Chemistry; analytisk kemi; fysikalisk kemi; gas chromatography; octanol-air partition coefficient; Physical Chemistry; physicochemical properties; vapor pressure
• ISSN: 0021-9568; 1520-5134; 1520-5134
• DOI: 10.1021/acs.jced.9b01126

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 (ΔVAP H/kJ·mol–1), and internal energies of phase transfer from octanol to air (ΔOA 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 log10 p L 298/Pa values estimated here ranged from 0.14 ± 0.19 to −9.19 ± 0.29 for cyclopentadecanone to syn-dechlorane plus (syn-DDC-CO), respectively, while the range of log10 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.