Perfluorodecanoic acid

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
CAS Number	335-76-2;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1885037;
ChemSpider	9181;
ECHA InfoCard	100.005.819
EC Number	206-400-3;
Gmelin Reference	35659
PubChem CID	9555;
CompTox Dashboard (EPA)	DTXSID3031860 ;
	InChI 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;
	SMILES 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
Chemical formula	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] It has been proposed as a chemical probe to study peroxisome proliferation.[6][7]

References

"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.
"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.
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.
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.

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[saref-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.

[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] 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.

[7] 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.