Perfluorohexanoic acid

Last updated
Perfluorohexanoic acid
Perfluorohexanoic acid.svg
Perfluorohexanoic acid 3D BS.png
Names
IUPAC name
2,2,3,3,4,4,5,5,6,6,6-undecafluorohexanoic acid
Other names
methyl undecafluorohexanoate
Identifiers
3D model (JSmol)
AbbreviationsPFHxA
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.634 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-196-6
PubChem CID
UNII
  • InChI=1S/C6HF11O2/c7-2(8,1(18)19)3(9,10)4(11,12)5(13,14)6(15,16)17/h(H,18,19)
    Key: PXUULQAPEKKVAH-UHFFFAOYSA-N
  • C(=O)(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)O
Properties
C6HF11O2
Molar mass 314.054 g·mol−1
AppearanceColorless liquid
Density 1.757 g/cm3 [1]
Boiling point 157 °C (314.6 °C; 430 K) [2]
log P 3.48 [2]
Vapor pressure 1.98 mm Hg [2]
Atmospheric OH rate constant
5.2 10−13 cu cm/molec sec [2]
Acidity (pKa)−0.16 [2]
Hazards
GHS labelling:
GHS-pictogram-acid.svg
Danger
H314
P264, P280, P301+P330+P331, P303+P361+P353, P304+P340+P310, P305+P351+P338+P310, P363, P405, P501
Lethal dose or concentration (LD, LC):
140 mg/L (B.calyciflorus over 24hrs)
Safety data sheet (SDS) [1]
Related compounds
Related compounds
 Trifluoroacetic acid
Perfluoropropanoic acid
Perfluorobutanoic acid
Perfluoropentanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Perfluorohexanoicacid (PFHxA) is a fluorinated carboxylic acid derivative of hexanoic acid. Fluorinated polymers with six carbon or less commonly degrade into perfluorohexanoic acid. [3]

Perfluorohexanoic acid does not seem to persistently bioaccumulate in the manner of many other PFAS. For example, in a study sponsored by the Swedish EPA, Swedish ski wax technicians, who have high PFAS exposure, did not have significantly higher levels of PFHxA in their blood samples when compared to the general population median for their age groups, even while having concentrations of other PFAS, like PFOA, up to 44 times higher than the general population. [4]

In 2020 Michigan adopted drinking water standards for five previously unregulated PFAS compounds including PFHxA which has a maximum contaminant level (MCL) of 400 parts per billion (ppb). [5] [6]

Its placing on the market and use will be restricted in the EEA by 2026. [7]

References

  1. 1 2 "SAFETY DATA SHEET Perfluorohexanoic acid". Sigmaaldrich. August 3, 2021. Retrieved April 5, 2022.
  2. 1 2 3 4 5 PubChem. "Perfluorohexanoic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-04-05.
  3. ↑ Zahid, Muhammad; Heredia-Guerrero, Jose A.; Athanassiou, Athanassia; Bayer, Ilker S. (July 2017). "Robust water repellent treatment for woven cotton fabrics with eco-friendly polymers" . Chemical Engineering Journal. 319: 321–332. Bibcode:2017ChEnJ.319..321Z. doi:10.1016/j.cej.2017.03.006. hdl: 10261/344622 .
  4. ↑ Nilsson, Helena; Kärrman, Anna; Westberg, Håkan; Rotander, Anna; van Bavel, Bert; Lindström, Gunilla (15 March 2010). "A Time Trend Study of Significantly Elevated Perfluorocarboxylate Levels in Humans after Using Fluorinated Ski Wax". Environmental Science & Technology. 44 (6): 2150–2155. Bibcode:2010EnST...44.2150N. doi:10.1021/es9034733. PMID   20158198.
  5. ↑ Matheny, Keith (3 August 2020). "Michigan's drinking water standards for these chemicals now among toughest in nation". Detroit Free Press. Archived from the original on 31 January 2022. Retrieved 31 March 2022.
  6. ↑ "New state drinking water standards pave way for expansion of Michigan's PFAS clean-up efforts". Michigan.gov. 3 August 2020. Archived from the original on 3 January 2022. Retrieved 5 April 2022.
  7. ↑ Commission Regulation (EU) 2024/2462 of 19 September 2024 amending Annex XVII to Regulation (EC) No 1907/2006 of the European Parliament and of the Council as regards undecafluorohexanoic acid (PFHxA), its salts and PFHxA-related substances
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