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Perfluorinated compound

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31: 903: 588:, New Hampshire, where 500 people including children had blood tests as part of a bio-monitoring plan through the state Department of Health and Human Services. The U.S. Department of Defense's research programs have been trying to define nature and extent of PFAS contamination at U.S. military sites, especially in groundwater. 562:(EPA) which regards them being harmful to the environment. Specifically, studies found that PFOS caused "unusual and serious effects in animal toxicity tests, that it was present around the world in humans and wildlife, and that it was highly persistent in the environment." (Similar concerns followed for PFOA.) 594:
A 2016 study found unsafe levels of fluorosurfactants in 194 out of 4,864 water supplies in 33 U.S. states. Covering two-thirds of drinking water supplies in the United States, the study found thirteen states accounted for 75% of the detections. In order of frequency, these were: California, New
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Several environmental and health concerns surround the industrial production and use of perfluoroalkane compounds. The exceptional stability of perfluorinated compounds, while desirable from the applications perspective, is also a cause for environmental and health concerns.
573:. Data from animal studies of PFOA indicate that it can cause several types of tumors and neonatal death and may have toxic effects on the immune, liver, and endocrine systems. As of 2010 data on the human health effects of PFOA were sparse. 569:, since they are extremely stable and can be stored in the bodies of humans and animals. Examples include PFOA and PFOS, frequently present in water-resistant textiles and sprays conferring water-resistant properties to textiles and 1211: 576:
As of 2015, the U.S. Air Force had been testing 82 former and active US military installations for fluorosurfactants contained in fire fighting foam. In 2015, PFCs were found in groundwater at
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that lacks C-H bonds. Many perfluorinated compounds have properties that are quite different from their C-H containing analogues. Common functional groups in PFCs are
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A 2018 report to Congress indicated that "at least 126 drinking water systems on or near military bases" were contaminated with PFAS compounds.
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used as refrigerants and fire suppression materials. The history of use, environmental impact, and recommendations for use are included in the
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Chambers, R. D.; Sargent, C. R. (1981). "Polyfluoroheteroaromatic compounds". In Katritzky, A. R.; Boulton, A. J. (eds.).
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Strategic Environmental Research and Development Program (SERDP), Environmental Security Technology Certification Program (ESTCP)
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Jersey, North Carolina, Alabama, Florida, Pennsylvania, Ohio, New York, Georgia, Minnesota, Arizona, Massachusetts, and Illinois.
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is the predominant method for PFC production. Due to their chemical stability, some of these perfluorinated compounds
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Above the minimum reporting levels required by the EPA − 70 parts per trillion (ng/L) for PFOS and PFOA
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One class of perfluorinated compounds, the fluorosurfactants, are widely used in the production of
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Per- and Polyfluoroalkyl Substances (PFASs): Analytical and Characterization Frontiers
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are also perfluorinated compounds, many of which were formerly used as refrigerants (
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Unsafe levels of toxic chemicals found in drinking water for 6 million Americans
245: 155: 30: 740:"Epidemiologic Evidence on the Health Effects of Perfluorooctanoic Acid (PFOA)" 1829: 1784: 1774: 1769: 1623: 1556: 1528: 1515: 1298: 1288: 1280: 1127: 535: 458: 397: 384:, a moderately strong acid that is useful in organic and analytical chemistry. 339: 208: 176: 158:
are produced via saturative addition and then defluorinative rearomatization.
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Per- and polyfluoroalkyl substances § Health and environmental concerns
105:(PTFE) and related fluorinated polymers. They also have been used to confer 773: 322:
Primary and secondary perfluorinated alcohols are unstable with respect to
902: 828:"Suppressed Study: The EPA Underestimated Dangers of Widespread Chemicals" 725: 558:(perfluorooctane sulfonate) have both been investigated by the EU and the 1872: 1759: 1724: 1594: 1507: 1432: 1427: 1412: 1392: 1321: 1313: 1137: 755: 1804: 1789: 1665: 1579: 1548: 1459: 1397: 1142: 1114: 1043: 945: 204: 1882: 1877: 1422: 405: 286: 102: 694: 692: 1455: 132: 29: 434:
Trifluoromethylacetonitrile, the simplest perfluorinated nitrile.
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A common industrial method for synthesizing perflurocompounds is
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Auer, Charles, Frank Kover, James Aidala, Marks Greenwood.
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Steenland, Kyle; Fletcher, Tony; Savitz, David A. (2010).
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by concentrating at the liquid-air interface due to the
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and stain-resistance to fabrics. They are components of
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Perfluorooctanoic Acid (PFOA) and Fluorinated Telomers
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Associated Press. 19 September 2015 7: 1191:List of environmental health hazards 699:US Environmental Protection Agency. 728:EPA Alumni Association. March 2016. 609:Per- and polyfluoroalkyl substances 1076:Miscellaneous additives incl. PHCs 665:Advances in Heterocyclic Chemistry 25: 826:Lustgarten, Abrahm (2018-06-20). 744:Environmental Health Perspectives 644:. San Francisco Estuary Institute 507:Environmental and health concerns 423:Perfluoronitriles and isonitriles 901: 584:, Indiana, and in well water at 471:perfluorooctanesulfonyl fluoride 135:) until they were implicated in 125:phobicity of polyfluorocarbons. 852:Associated Press (2017-07-31). 816:webinarslides, January 28, 2016 370:Perfluorinated carboxylic acid 1: 554:(perfluorooctanoic acid) and 418:of fluoropolymers, like PFOA. 306:Nonafluoro-tert-butyl alcohol 1222:Toxic Substances Control Act 1181:Persistent organic pollutant 633:Sedlak, Meg (October 2016). 483:perfluorooctanesulfonic acid 451:perfluorobutanesulfonic acid 414:(PFNA), a surfactant in the 285:), the monomer precursor to 263:Perfluoroethers and epoxides 167:Perfluorinated alkyl halides 162:Examples by functional group 37:, a perfluorinated compound. 1176:Great Pacific garbage patch 578:Naval Air Station Brunswick 490:Perfluorinated aryl borates 465:perfluorobutane sulfonamide 318:, a moderately strong acid. 250:polychlorotrifluoroethylene 1953: 1217:Japan Toxic Substances Law 1012:Miscellaneous plasticizers 792:LIN Television Corporation 565:Fluorosurfactants tend to 510: 477:perfluorooctanesulfonamide 367: 297: 266: 201:magnetic resonance imaging 1212:European REACH regulation 1207:California Proposition 65 950:polyhalogenated compounds 834:. Lisa Song, Talia Buford 500:weakly coordinating anion 429:Trifluoromethylisocyanide 364:Perfluorocarboxylic acids 311:Perfluorotriethylcarbinol 275:Hexafluoropropylene oxide 1922:Perfluorinated compounds 908:Perfluorinated compounds 582:Grissom Air Reserve Base 357:organofluorine chemistry 256:Dichlorodifluoroethylene 27:Type of organic chemical 18:Polyfluoroalkyl chemical 1840:Perfluorinated compound 416:emulsion polymerization 388:Pentafluorobenzoic acid 382:Heptafluorobutyric acid 336:Perfluorotripentylamine 242:Chlorotrifluoroethylene 236:polytetrafluoroethylene 219:Dichlorodifluoromethane 183:Pentafluoroethyl iodide 55:organofluorine compound 43:perfluorinated compound 1937:Environment and health 1666:α-Zearalanol (zeranol) 1534:Desmethylwedelolactone 1365:6,8-Diprenylnaringenin 1103:Perfluorooctanoic acid 447:, a useful strong acid 412:Perfluorononanoic acid 394:Perfluorooctanoic acid 355:, a building block in 342:, electronic coolants. 189:Perfluorooctyl bromide 185:, an alkylating agent. 38: 536:halogenated compounds 156:perfluoroheteroarenes 33: 1327:7,8-Dihydroxyflavone 910:at Wikimedia Commons 586:Pease Air Force Base 376:Trifluoroacetic acid 173:Trifluoroiodomethane 1360:8-Geranylnaringenin 1133:Endocrine disruptor 756:10.1289/ehp.0901827 532:chlorofluorocarbons 324:dehydrofluorination 232:Tetrafluoroethylene 205:computed tomography 149:electrofluorination 129:Chlorofluorocarbons 87:Electrofluorination 1355:6-Prenylnaringenin 1350:8-Prenylnaringenin 1148:Polymer fume fever 571:fire-fighting foam 550:The fluorocarbons 111:fire-fighting foam 51:perfluoro compound 39: 1909: 1908: 1820:Pentachlorophenol 1708: 1707: 1699: 1642: 1641: 1230: 1229: 1164:Plastic pollution 944:Health issues of 906:Media related to 597:Firefighting foam 546:Fluorosurfactants 353:Hexafluoroacetone 316:Pentafluorophenol 294:Perfluoroalcohols 248:and precursor to 137:ozone degradation 115:Fluorosurfactants 35:Pentafluorophenol 16:(Redirected from 1944: 1850:Metalloestrogens 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134: 130: 126: 124: 120: 116: 112: 108: 104: 96: 94: 92: 91:bioaccumulate 88: 84: 76: 72: 68: 60: 56: 52: 48: 44: 36: 32: 19: 1839: 1795:Methoxychlor 1720:Alkylphenols 1681:β-Zearalenol 1676:β-Zearalanol 1671:α-Zearalenol 1460: 1438:Tectorigenin 1403:Formononetin 959:Plasticizers 881: 872: 861:. Retrieved 857: 847: 836:. Retrieved 831: 821: 808: 798:19 September 796:. Retrieved 791: 782: 747: 743: 733: 720: 708:. Retrieved 704: 664: 658: 646:. Retrieved 641: 628: 593: 590: 580:, Maine and 575: 564: 549: 525: 516: 498:, salt of a 445:Triflic acid 321: 192: 153: 146: 127: 122: 100: 97:Applications 50: 46: 42: 40: 1800:Nonylphenol 1780:Erythrosine 1745:Bisphenol S 1740:Bisphenol F 1735:Bisphenol A 1690:Derivatives 1661:Zearalenone 1656:Zearalanone 1629:Resveratrol 1502:Isoflavenes 1448:Isoflavanes 1388:Biochanin A 1380:Isoflavones 1304:Pinocembrin 1200:Regulations 1052:Bisphenol A 246:refrigerant 1932:Pollutants 1916:Categories 1830:Phthalates 1785:Heptachlor 1775:Enzacamene 1770:Endosulfan 1624:Miroestrol 1557:Enterodiol 1529:Coumestrol 1516:Coumestans 1299:Naringenin 1289:Hesperetin 1281:Flavanones 1128:Carcinogen 1093:Organotins 963:Phthalates 863:2018-06-23 838:2018-06-23 832:ProPublica 648:2 November 620:References 534:and other 459:Scotchgard 398:surfactant 340:Fluorinert 209:sonography 193:perflubron 177:alkylating 143:Production 1857:Aluminium 1713:Synthetic 1603:Quercetin 1595:Flavonols 1524:Coumestan 1492:Phlorizin 1487:Phloretin 1469:Glabridin 1418:Glycitein 1408:Genistein 1332:Mirificin 1157:Pollution 1123:Teratogen 1054:(BPA, in 396:(PFOA),a 207:(CT) and 1902:Vanadate 1896:Selenite 1873:Chromium 1863:Arsenite 1860:Antimony 1805:Parabens 1760:Dieldrin 1725:Atrazine 1508:Glabrene 1433:Puerarin 1428:Prunetin 1413:Genistin 1393:Daidzein 1370:Icaritin 1322:Acacetin 1314:Flavones 1138:Diabetes 1044:Monomers 1024:Adipates 946:plastics 774:20423814 683:62-13037 642:sfei.org 603:See also 404:such as 252:(PCTFE). 71:chlorine 1890:Mercury 1869:Cadmium 1790:Lindane 1765:Dioxins 1580:Silybin 1549:Lignans 1398:Daidzin 1186:Dioxins 1143:Obesity 765:2920088 238:(PTFE). 203:(MRI), 1893:Nickel 1883:Copper 1878:Cobalt 1866:Barium 1612:Others 1463:-Equol 1423:Ononin 983:(BBzP) 952:(PHCs) 772:  762:  710:11 May 681:  671:  406:Teflon 287:Krytox 281:=CFOCF 179:agent. 103:teflon 77:, and 53:is an 1456:Equol 1083:PBDEs 994:(DOP) 701:"FAQ" 638:(PDF) 191:, or 175:, an 154:Some 133:Freon 49:) or 1887:Lead 1825:PHBA 1815:PCBs 1810:PBBs 1098:PFCs 1088:PCBs 1064:(in 1028:DEHA 1003:DINP 998:DIDP 992:DEHP 987:DIHP 971:DIBP 948:and 800:2015 770:PMID 712:2011 679:LCCN 669:ISBN 650:2016 556:PFOS 552:PFOA 199:for 195:, a 151:. 123:lipo 1899:Tin 1755:DDT 1750:DDE 1730:BHA 1066:PVC 1033:DOA 981:BBP 976:DBP 760:PMC 752:doi 748:118 47:PFC 1918:: 961:: 856:. 830:. 790:. 768:. 758:. 746:. 742:. 703:. 691:^ 677:. 640:. 542:. 496:Na 455:3M 326:. 244:, 139:. 113:. 93:. 85:. 79:SO 73:, 69:, 63:CO 61:, 59:OH 41:A 1698:D 1465:) 1461:S 1458:( 1256:e 1249:t 1242:v 1068:) 1058:) 1035:) 1026:( 937:e 930:t 923:v 866:. 841:. 802:. 776:. 754:: 714:. 685:. 652:. 502:. 461:. 408:. 359:. 283:3 279:2 215:. 83:H 81:3 75:O 67:H 65:2 45:( 20:)

Index

Polyfluoroalkyl chemical

Pentafluorophenol
organofluorine compound
OH
CO2H
chlorine
O
SO3H
Electrofluorination
bioaccumulate
teflon
hydrophobicity
fire-fighting foam
Fluorosurfactants
surface tension
Chlorofluorocarbons
Freon
ozone degradation
electrofluorination
perfluoroheteroarenes
Trifluoroiodomethane
alkylating
Pentafluoroethyl iodide
Perfluorooctyl bromide
contrast medium
magnetic resonance imaging
computed tomography
sonography
liquid breathing

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