Atmospheric Fate of a New Polyfluoroalkyl Building Block, CFOCHFCFSCHCHOH

By Shira Joudan, John J Orlando, Geoffrey S Tyndall, Teles C Furlani, Cora J Young, and Scott A Mabury
Environ Sci Technol
April 27, 2021
DOI: 10.1021/acs.est.0c07584

Many per- and polyfluoroalkyl substances (PFAS) have been regulated or phased-out of usage due to concerns about persistence, bioaccumulation potential, and toxicity. We investigated the atmospheric fate of a new polyfluorinated alcohol 2-(1,1,2-trifluoro-2-heptafluoropropyloxy-ethylsulfanyl)-ethanol (CFOCHFCFSCHCHOH, abbreviated FESOH) by assessing the kinetics and products of the gas-phase reaction of FESOH with chlorine atoms and hydroxyl radicals. Experiments performed in a stainless-steel chamber interfaced to an FTIR were used to determine reaction kinetics and gas-phase products. We report reaction rate constants of (Cl + FESOH) = (1.5 ± 0.6) × 10 cm molecule s and (OH + FESOH) = (4.2 ± 2.0) × 10 cm molecule s. This leads to a calculated FESOH gas-phase lifetime of 2.8 ± 1.3 days with respect to reaction with OH, assuming [OH] = 10 molecule cm. Gas-phase products of FESOH oxidation included at least two aldehydes, likely CFOCHFCFSCHC(O)H and CFOCHFCFSC(O)H, and secondary products including COF, SO and CFOC(O)F. Additional gas-phase experiments performed in a Teflon chamber were used to assess aqueous products by collecting gaseous samples offline into an aqueous sink prior to analysis with ultrahigh performance liquid chromatography-tandem mass spectrometry, resulting in four acidic products: CFOCHFCFSCHC(O)OH, CFOCHFCFS(O)(O)OH, CFOCHFC(O)OH, and perfluoropropanoic acid (CFC(O)OH).

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