Perfluoro(4-ethylcyclohexane)sulfonic acid

Perfluoro(4-ethylcyclohexane)sulfonic acid (PFEtCHxS) is a synthetic perfluorinated alkyl substance that has been used as a surfactant and in various industrial applications.

Perfluoro(4-ethylcyclohexane)sulfonic acid
Names
IUPAC name
1,2,2,3,3,4,5,5,6,6-decafluoro-4-(pentafluoroethyl)cyclohexane-1-sulfonic acid
Other names
  • Perfluoro(perfluoroethyl)cyclohexanesulfonic acid
  • PFEtCHxS
  • PFECHS
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C8HF15O3S/c9-1(4(14,15)8(21,22)23)2(10,11)5(16,17)7(20,27(24,25)26)6(18,19)3(1,12)13/h(H,24,25,26)
    Key: ICKAEAFPESRWOT-UHFFFAOYSA-N
  • C1(C(C(C(C(C1(F)F)(F)F)(F)S(=O)(=O)O)(F)F)(F)F)(C(C(F)(F)F)(F)F)F
Properties
C8HF15O3S
Molar mass 462.13
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Chemical properties

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PFEtCHxS is a colorless liquid at room temperature and has a high surface tension, making it suitable for use as a surfactant.

The molecule contains two chiral centers.

Applications

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PFEtCHxS has been employed in various industrial processes, including:[1]

Its surfactant properties and resistance to extreme conditions make it useful in these applications.

Environmental concerns

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Like other perfluorinated compounds, PFEtCHxS is highly persistent in the environment and has been detected in various environmental matrices, including water, soil and biota. There are concerns about its potential bioaccumulation and adverse effects on human health and ecosystems.[2][3]

References

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  1. ^ Gilchrist, Maya (December 2022). "PFAS in the metal plating and finishing industry" (PDF). Minnesota Pollution Control Agency. Retrieved 2024-06-10.
  2. ^ "Perfluoroethylcyclohexane Sulfonate (PFECHS) : Current Knowledge of Physiochemical Properties, Environmental Contamination and Toxicity : Whitepaper" (PDF). May 15, 2020.
  3. ^ Wang, Qi; Ruan, Yuefei; Jin, Linjie; Tao, Lily S. R.; Lai, Han; Li, Guifeng; Yeung, Leo W. Y.; Leung, Kenneth M. Y.; Lam, Paul K. S. (2023-05-23). "Legacy and Emerging Per- and Polyfluoroalkyl Substances in a Subtropical Marine Food Web: Suspect Screening, Isomer Profile, and Identification of Analytical Interference". Environmental Science & Technology. 57 (22): 8355–8364. Bibcode:2023EnST...57.8355W. doi:10.1021/acs.est.3c00374. PMC 10249352. PMID 37220884.