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.[2][3]

Fluoroether E-1
Names
Other names
heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether, secondary hydrogen endcap
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.196.998 Edit this at Wikidata
EC Number
  • 236-236-8
  • InChI=1S/C5HF11O/c6-1(2(7,8)9)17-5(15,16)3(10,11)4(12,13)14/h1H
  • C(C(F)(F)F)(OC(C(C(F)(F)F)(F)F)(F)F)F
Properties
C5HF11O
Molar mass 286.044 g·mol−1
Appearance Colourless liquid
Density 1.538/cm³ (at 20 °C)
Boiling point 40–42 °C (104–108 °F; 313–315 K)
Hazards
GHS labelling:[1]
GHS07: Exclamation mark
Warning
H302, H314, H335
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
2
0
Safety data sheet (SDS) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Production

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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).[4]

Properties

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Fluoroether E-1 is a colorless liquid that is practically insoluble in water. It is volatile and has a low boiling point.[5]

References

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  1. ^ "Heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether". pubchem.ncbi.nlm.nih.gov.
  2. ^ Zhang, Chuhui; McElroy, Amie C.; Liberatore, Hannah K.; Alexander, Nancy Lee M.; Knappe, Detlef R.U. (2022-05-17). "Stability of Per- and Polyfluoroalkyl Substances in Solvents Relevant to Environmental and Toxicological Analysis". Environmental Science & Technology. 56 (10): 6103–6112. doi:10.1021/acs.est.1c03979. ISSN 0013-936X. PMC 9065217. PMID 34734715.
  3. ^ Wickersham, Lindsay (10 March 2023). "Characterization of PFAS air emissions from thermal application of fluoropolymer dispersions on fabrics". Journal of the Air & Waste Management Association. 73 (7): 533–552. doi:10.1080/10962247.2023.2192009. PMC 10628852. Retrieved 11 December 2023.
  4. ^ "Antwoord van Gedeputeerde Staten op vragen van W.A. Minderhout (PvdA)" [Answer from the Provincial Executive to questions from W.A. Minderhout (PvdA)] (PDF). Provincie Holland Zuid (in Dutch). 2015-09-15. Archived from the original (PDF) on 2018-02-08. Retrieved 2023-09-15.
  5. ^ "Heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether" (PDF). Apollo Scientific. 2023-10-07. Retrieved 2023-09-15.