Isopropyl fluoride

Isopropyl fluoride
Names
Systematic IUPAC name
2-Fluoropropane
Other names
HFC-281ea
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C3H7F/c1-3(2)4/h3H,1-2H3
    Key: PRNZBCYBKGCOFI-UHFFFAOYSA-N
  • CC(C)F
Properties
C3H7F
Molar mass 62.087 g·mol−1
Boiling point −10 °C (14 °F; 263 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isopropyl fluoride (systematic name 2-fluoropropane) is an organofluorine compound consisting of a propane with a fluorine as substituent on the middle carbon.

This chemical reacts with boron trifluoride to form an ionic complex containing a carbocation[1] that can be used as a catalyst for isomerization and disproportionation of alkanes.[2] Isopropyl fluoride can be synthesized by hydrohalogenation of propene or by substitution of isopropyl alcohol using standard fluorination reagents such as hydrogen fluoridepyridine.[3] As a refrigerant, it is in the hydrofluorocarbon class, identified as HFC-281ea.[4] It has an atmospheric lifetime of 27 days.[5]

References

  1. ^ Olah, George A.; Prakash, G. K. Surya; Molnár, Árpád; Sommer, Jean (2009). "3.1.2. Observation of Stable, Long-Lived Carbocations". Superacid Chemistry (2nd ed.). Wiley. pp. 84–85. ISBN 978-0-471-59668-4.
  2. ^ Schneider, Abraham; Kennedy, Robert M. (1951). "Reactions of Hydrocarbons Induced by Alkyl Fluoride—Boron Trifluoride. I. Isomerization of Isoparaffins". Journal of the American Chemical Society. 73 (11): 5013–5016. Bibcode:1951JAChS..73.5013S. doi:10.1021/ja01155a001.
  3. ^ Olah, George A.; Watkins, Michael (1978). "Fluorinations with Pyriginium Polyhydrogen Fluoride Reagent: 1-Fluoroadamantane". Organic Syntheses. 58: 75.
  4. ^ "Hydrofluorocarbon Consumption Survey (HCS) questionnaire under Statistics Act Reporting Guide" (PDF). 16th version. National Environmental Agency (NEA) & Energy Studies Institute (ESI). March 2020.
  5. ^ "Chapter 2: hydrofluoroCarbons (HFCs)" (PDF). WMO (World Meteorological Organization), Scientific Assessment of Ozone Depletion: 2018, Global Ozone Research and Monitoring Project – Report No. 58. 2018.