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Pentafluoroethyl iodide

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Pentafluoroethyl iodide
Names
Preferred IUPAC name Pentafluoro(iodo)ethane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.970 Edit this at Wikidata
EC Number
  • 206-566-7
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C2F5I/c3-1(4,5)2(6,7)8Key: UXPOJVLZTPGWFX-UHFFFAOYSA-N
  • InChI=1/C2F5I/c3-1(4,5)2(6,7)8Key: UXPOJVLZTPGWFX-UHFFFAOYAR
SMILES
  • C(C(F)(F)I)(F)(F)F
Properties
Chemical formula C2F5I
Molar mass 245.918 g·mol
Appearance pungent colourless gas
Density 2.085 g·cm
Melting point −92 °C (−134 °F; 181 K)
Boiling point 12–13 °C (54–55 °F; 285–286 K)
Hazards
GHS labelling:
Pictograms GHS04: Compressed GasGHS07: Exclamation mark
Signal word Warning
Hazard statements H280, H315, H319, H335, H336
Precautionary statements P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P410+P403, P501
Supplementary data page
Pentafluoroethyl iodide (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Pentafluoroethyl iodide is a suggested component of a fire-extinguishing composition. It is a very dense gas.

Production

Pentafluoroethyl iodide can be produced by electrochemical fluorination of 1,1,2,2-tetrafluoro-1,2-diiodoethane.

2 C 2 F 4 I 2 + 2 HF ⟶ C 2 F 5 I + I 2 + H 2 {\displaystyle {\ce {2 C2F4I2 + 2 HF -> C2F5I + I2 + H2}}}

It can also be produced by react tetrafluoroethylene, iodine and iodine pentafluoride.

5 C 2 F 4 + 2 I 2 + IF 5 ⟶ 5 C 2 F 5 I {\displaystyle {\ce {5 C2F4 + 2 I2 + IF5 -> 5 C2F5I}}}

Properties

Pentafluoroethyl iodide is a pungent colourless gas and an anesthetic.

Uses

Pentafluoroethyl iodide is an intermediate of preparing other compounds.

References

  1. ^ Record of Pentafluoriodethan in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2019-01-07.
  2. US patent application 20010048094
  3. Bernd Baasner (2014). Houben-Weyl Methods of Organic Chemistry Vol. E 10a, 4th Edition Supplement Organo-Fluorine Compounds - Fluorinating Agents and Their Application in Organic Synthesis. Georg Thieme Verlag. p. 47,318. ISBN 978-3-13-181544-6.
  4. R.E. Banks, B.E. Smart, J.C. Tatlow (2013). Organofluorine Chemistry Principles and Commercial Applications. Springer Science & Business Media. p. 325. ISBN 978-1-4899-1202-2.{{cite book}}: CS1 maint: multiple names: authors list (link)
  5. Maynard B. Chenoweth (2012). Modern Inhalation Anesthetics. Springer Science & Business Media. p. 424. ISBN 978-3-642-65055-0.
  6. Ernst W. Alther (2013). Pharmacology of Fluorides. Springer Science & Business Media. p. 538. ISBN 978-3-662-25198-0.
  7. Google Patents: US3351671A - Preparation of pentafluoroiodoethane - Google Patents, retrieved 7 January 2019.
  8. Alexander Schönberg (2012). Preparative Organic Photochemistry. Springer Science & Business Media. p. 174. ISBN 978-3-642-87918-0.
  9. Google Patents: US20080200735A1 - Catalyst for the synthesis of CF3I and CF3CF2I - Google Patents, retrieved 7 January 2019.


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