Perfluorodecanoic acid

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

Perfluorodecanoic acid
Names
Preferred IUPAC name
Nonadecafluorodecanoic acid
Other names
PFDA
C10 PFCA
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.005.819
EC Number
  • 206-400-3
35659
UNII
  • InChI=1S/C10HF19O2/c11-2(12,1(30)31)3(13,14)4(15,16)5(17,18)6(19,20)7(21,22)8(23,24)9(25,26)10(27,28)29/h(H,30,31)
    Key: PCIUEQPBYFRTEM-UHFFFAOYSA-N
  • C(=O)(C(C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)O
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

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. "Perfluorodecanoic acid 98%". Sigma-Aldrich.
  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". 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". Chemical Watch. Retrieved 25 March 2019.
  5. "Germany and Sweden propose restrictions on six PFASs". Chemical Watch. 14 May 2015. Retrieved 25 March 2019.
  6. "Assembly Bill No. 2762". State of California. September 30, 2020. Retrieved 10 October 2020.
  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". Journal of Biochemical and Molecular Toxicology. 15 (2): 107–113. doi:10.1002/jbt.6. ISSN 1095-6670. PMID 11284052. S2CID 27570192.
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