Chemistry:Perfluorodecanoic acid

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Perfluorodecanoic acid
Perfluorodecanoic acid.svg
Names
Preferred IUPAC name
Nonadecafluorodecanoic acid
Other names
PFDA
C10 PFCA
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 206-400-3
35659
UNII
Properties
C10HF19O2
Molar mass 514.086 g·mol−1
Melting point 77–81 °C (171–178 °F; 350–354 K)[1]
Boiling point 218 °C (424 °F; 491 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Perfluorodecanoic acid (PFDA) is a fluorosurfactant and has been used in industry,[2] with applications as wetting agent and flame retardant.[3]

It was recently linked to health concerns,[4] like other fluorosurfactants, leading to proposed restrictions on its use.[5] In 2020, a California bill banned its use as an intentionally added ingredient in cosmetics.[6]

It has been proposed as a chemical probe to study peroxisome proliferation.[7][8]

References

  1. 1.0 1.1 "Perfluorodecanoic acid 98%". Sigma-Aldrich. https://www.sigmaaldrich.com/catalog/product/aldrich/177741. 
  2. Reich, Ieva L.; Reich, Hans J.; Menahan, Lawrence A.; Peterson, Richard E. (October 1987). "Synthesis of 14C-labeled perfluorooctanoic and perfluorodecanoic acids; purification of perfluorodecanoic acid". Journal of Labelled Compounds and Radiopharmaceuticals 24 (10): 1235–1244. doi:10.1002/jlcr.2580241011. 
  3. Harris, M (April 1989). "Developmental toxicity of perfluorodecanoic acid in C57BL/6N mice" (in en). Fundamental and Applied Toxicology 12 (3): 442–448. doi:10.1016/0272-0590(89)90018-3. PMID 2731659. 
  4. "Danish study links perfluorinated chemicals to miscarriage" (in en). Chemical Watch. https://chemicalwatch.com/23827/danish-study-links-perfluorinated-chemicals-to-miscarriage. 
  5. "Germany and Sweden propose restrictions on six PFASs" (in en). Chemical Watch. 14 May 2015. https://chemicalwatch.com/62729/germany-and-sweden-propose-restrictions-on-six-pfass. 
  6. "Assembly Bill No. 2762". State of California. September 30, 2020. https://leginfo.legislature.ca.gov/faces/billTextClient.xhtml?bill_id=201920200AB2762. 
  7. Vanden Heuvel, John P. (October 1996). "Perfluorodecanoic acid as a useful pharmacologic tool for the study of peroxisome proliferation". General Pharmacology: The Vascular System 27 (7): 1123–1129. doi:10.1016/0306-3623(95)00126-3. PMID 8981056. 
  8. Chen, Li-Chuan; Tatum, Vickie; Glauert, Howard P.; Chow, Ching K. (2001). "Peroxisome proliferator perfluorodecanoic acid alters glutathione and related enzymes" (in en). Journal of Biochemical and Molecular Toxicology 15 (2): 107–113. doi:10.1002/jbt.6. ISSN 1095-6670. PMID 11284052.