Perfluorohexanoic acid

Perfluorohexanoic acid
Names
IUPAC name
2,2,3,3,4,4,5,5,6,6,6-undecafluorohexanoic acid
Other names
methyl undecafluorohexanoate
Identifiers
CAS Number
  • 307-24-4
3D model (JSmol)
  • Interactive image
Abbreviations PFHxA
ChEBI
  • CHEBI:83492
ECHA InfoCard 100.005.634 Edit this at Wikidata
EC Number
  • 206-196-6
PubChem CID
  • 67542
UNII
  • ZP34Q2220R
CompTox Dashboard (EPA)
  • DTXSID3031862 Edit this at Wikidata
InChI
  • 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
Chemical formula
 C6HF11O2
Molar mass 314.054 g·mol−1
Appearance Colorless 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:
Pictograms
 GHS05: Corrosive
Danger
Hazard statements
 H314
Precautionary statements
 P264, P280, P301+P330+P331, P303+P361+P353, P304+P340+P310, P305+P351+P338+P310, P363, P405, P501
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 140 mg/L (B. calyciflorus over 24hrs)
Safety data sheet (SDS) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Perfluorohexanoic acid (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]

References

  1. ^ a b "SAFETY DATA SHEET Perfluorohexanoic acid". Sigmaaldrich. August 3, 2021. Retrieved April 5, 2022.
  2. ^ a b c d e 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. 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. doi:10.1021/es9034733.
  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.