Chemistry:Pentafluoroethyl iodide

From HandWiki
Pentafluoroethyl iodide
Pentafluoroethyl-iodide-2D-skeletal.png
Pentafluoroethyl-iodide-3D-vdW.png
Names
Preferred IUPAC name
Pentafluoro(iodo)ethane
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 206-566-7
UNII
Properties
C2F5I
Molar mass 245.918 g·mol−1
Appearance pungent colourless gas[1]
Density 2.085 g·cm−3[1]
Melting point −92[1] °C (−134 °F; 181 K)
Boiling point 12–13[1] °C (54–55 °F; 285–286 K)
Hazards
GHS pictograms GHS04: Compressed GasGHS07: Harmful
GHS Signal word Warning
H280, H315, H319, H335, H336
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P410+403, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references
Tracking categories (test):

Pentafluoroethyl iodide is a suggested component of a fire-extinguishing composition.[2] It is a very dense gas.

Production

Pentafluoroethyl iodide can be produced by electrochemical fluorination of 1,1,2,2-tetrafluoro-1,2-diiodoethane.[3]

[math]\ce{ 2 C2F4I2 + 2 HF -> C2F5I + I2 + H2 }[/math]

It can also be produced by react tetrafluoroethylene, iodine and iodine pentafluoride.[4]

[math]\ce{ 5 C2F4 + 2 I2 + IF5 -> 5 C2F5I }[/math]

Properties

Pentafluoroethyl iodide is a pungent colourless gas[1] and an anesthetic.[5][6]

Uses

Pentafluoroethyl iodide is an intermediate of preparing other compounds.[7][8][9]

References

  1. 1.0 1.1 1.2 1.3 1.4 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. 
  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.