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Perfluorodecanoic acid

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Perfluorodecanoic acid
Names
IUPAC name
2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-nonadecafluorodecanoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.005.819 Edit this at Wikidata
EC Number
  • 206-400-3
35659
  • 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).

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. ^ a b "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.
Scholia has a profile for perfluorodecanoic acid (Q27116511).
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