Fluoroether E-1
{{Chembox
| ImageFile = File:Heptafluorpropyl-1,2,2,2-tetrafluorethylether.svg
| ImageSize = 220px
| ImageFile2 =
| ImageSize2 =
| PIN =
| OtherNames = heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether, secondary hydrogen endcap
| IUPACName =
| Section1 = {{Chembox Identifiers
| SMILES = C(C(F)(F)F)(OC(C(C(F)(F)F)(F)F)(F)F)F
| InChI = InChI=1S/C5HF11O/c6-1(2(7,8)9)17-5(15,16)3(10,11)4(12,13)14/h1H
| CASNo = 3330-15-2
| ChemSpiderID = 85066
| EINECS = 236-236-8
| PubChem = 94258
}}
| Section2 = {{Chembox Properties
|Appearance = Colourless liquid
| Density = 1.538/cm³ (at 20 °C)
| MeltingPtC =
| BoilingPtC = 40-42
| Solubility =
| pKa =
| C=5|H=1|F=11|O=1
}}
| Section7 = {{Chembox Hazards
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| PPhrases = {{P-phrases|261|264|264+265|271|280|302+352|304+340|305+351+338|319|321|332+317|337+317|362+364|403+233|405|501}}
| HPhrases = {{H-phrases|302|314|335}}
|ExternalSDS = [https://www.matrixscientific.com/media/msds/00/61/34/MxMSDS_006134.pdf]
|NFPA-H = 3
|NFPA-F = 2
|NFPA-R = 0
|FlashPt =
}}
}}
Fluoroether E-1 (known chemically as heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether, is a chemical compound that is among the class of per- and polyfluoroalkyl substances (PFAS). This synthetic fluorochemical is used in the GenX process, and may arise from the degradation of GenX chemicals including FRD-903.{{Cite journal |last1=Zhang |first1=Chuhui |last2=McElroy |first2=Amie C. |last3=Liberatore |first3=Hannah K. |last4=Alexander |first4=Nancy Lee M. |last5=Knappe |first5=Detlef R.U. |date=2022-05-17 |title=Stability of Per- and Polyfluoroalkyl Substances in Solvents Relevant to Environmental and Toxicological Analysis |journal=Environmental Science & Technology |volume=56 |issue=10 |pages=6103–6112 |doi=10.1021/acs.est.1c03979 |issn=0013-936X |pmc=9065217 |pmid=34734715|bibcode=2022EnST...56.6103Z }}{{cite journal |last1=Wickersham |first1=Lindsay |title=Characterization of PFAS air emissions from thermal application of fluoropolymer dispersions on fabrics |journal=Journal of the Air & Waste Management Association |date=10 March 2023 |volume=73 |issue=7 |pages=533–552 |doi=10.1080/10962247.2023.2192009 |pmid=36947591 |pmc=10628852 |bibcode=2023JAWMA..73..533W }}
Production
The main production of Fluoroether E-1 is within the GenX process where FRD-903 (2,3,3,3-tetrafluoro-2-(heptafluoropropoxy)propanoic acid) is used to generate (FRD-902) ammonium 2,3,3,3-tetrafluoro-2-(heptafluoropropoxy)propanoate, and Fluoroether E-1 (heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether).{{Cite web |date=2015-09-15 |title=Antwoord van Gedeputeerde Staten op vragen van W.A. Minderhout (PvdA) |trans-title=Answer from the Provincial Executive to questions from W.A. Minderhout (PvdA) |url=https://www.ozhz.nl/fileadmin/user_upload/2016-02-09_Brief_gedeputeerde_Janssen_en_beantwoording_vragen_BenW_Sliedrecht_over_historische_PFOA-emissies_Chemours_voorheen_Dupont_de_Nemours_bijlagen__nazending_2_.pdf |url-status=dead |archive-url=https://web.archive.org/web/20180208165313/https://www.ozhz.nl/fileadmin/user_upload/2016-02-09_Brief_gedeputeerde_Janssen_en_beantwoording_vragen_BenW_Sliedrecht_over_historische_PFOA-emissies_Chemours_voorheen_Dupont_de_Nemours_bijlagen__nazending_2_.pdf |archive-date=2018-02-08 |access-date=2023-09-15 |website=Provincie Holland Zuid |language=Dutch}}
Properties
Fluoroether E-1 is a colorless liquid that is practically insoluble in water. It is volatile and has a low boiling point.{{Cite web |date=2023-10-07 |title=Heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether |url=https://store.apolloscientific.co.uk/storage/msds/PC4513_msds.pdf |access-date=2023-09-15 |website=Apollo Scientific}}