Global InformationPerfluorodecanoic acid information
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| Names | |
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| Preferred IUPAC name
Nonadecafluorodecanoic acid | |
| Other names
PFDA
C10 PFCA | |
| Identifiers | |
CAS Number
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3D model (JSmol)
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| ChEMBL |
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| ChemSpider |
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| ECHA InfoCard | 100.005.819 |
| EC Number |
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Gmelin Reference
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35659 |
PubChem CID
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| UNII |
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CompTox Dashboard (EPA)
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InChI
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SMILES
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| Properties | |
Chemical formula
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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
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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]
Perfluorodecanoic acid (PFDA) is a member of the group of polyfluoroalkyl substances (PFAS), more specific is it also a perfluoroalkyl acid (PFAA). PFAS, like PFDA, are man-made and are not naturally occurring in nature. Over the last decades they have been used in consumer products and industrial applications. It is a fluorosurfactant with a unique hydrophobicity and oleophobicity.[9] PFDA is well resistant to heat, oil, stains, grease and water, therefore it has been used in stain and greaseproof coating for furniture, packaging and carpet. Next to that, PFDA has also been found in nano-and impregnation-sprays, outdoor textiles, gloves, ski wax, leather, cosmetics, medical equipment and paper-based food containers.[9][10] PFDA has a relatively high toxicity and can promote tumor growth.[11]
- ^ a b "Perfluorodecanoic acid 98%". Sigma-Aldrich.
- ^ 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.
- ^ 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.
- ^ "Danish study links perfluorinated chemicals to miscarriage". Chemical Watch. Retrieved 25 March 2019.
- ^ "Germany and Sweden propose restrictions on six PFASs". Chemical Watch. 14 May 2015. Retrieved 25 March 2019.
- ^ "Assembly Bill No. 2762". State of California. September 30, 2020. Retrieved 10 October 2020.
- ^ 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.
- ^ 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.
- ^ a b Iris assessments. Perfluorodecanoic Acid (PFDA). Available via: https://cfpub.epa.gov/ncea/iris_drafts/recordisplay.cfm?deid=354408#:~:text=PFDA%20has%20been%20used%20in,%2C%20ski%20wax%2C%20and%20leather.
- ^ Shu-Zi Deng, Chang-Long Xu, Zhong-Feng Xu, Li-Ying Zhou, Shu-Juan Xie, Kang-Na Wei, Yuan-Chang Jin, Zhao-Cheng Zeng, Xiang-Jun Yang, Shu-Hua Tan, Hai-Long Wang, Perfluorodecanoic acid induces meiotic defects and deterioration of mice oocytes in vitro, Toxicology, Volume 460, 2021, 152884, ISSN 0300-483X, https://doi.org/10.1016/j.tox.2021.152884.
- ^ Noah Peter Christian, Chemical toxicity of per- and poly-fluorinated alkyl substances (PFAS), Editor(s): Philip Wexler, Encyclopedia of Toxicology (Fourth Edition), Academic Press, 2024, Pages 747-756, ISBN 9780323854344, https://doi.org/10.1016/B978-0-12-824315-2.01052-6