Perfluorocyclohexane

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Perfluorocyclohexane
Perfluorocyclohexane.png
Names
Preferred IUPAC name
Dodecafluorocyclohexane
Other names
1,1,2,2,3,3,4,4,5,5,6,6-Dodecafluorocyclohexane, Cyclohexane, dodecafluoro-
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.993 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-591-3
PubChem CID
  • InChI=1S/C6F12/c7-1(8)2(9,10)4(13,14)6(17,18)5(15,16)3(1,11)12
    Key: RKIMETXDACNTIE-UHFFFAOYSA-N
  • C1(C(C(C(C(C1(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
Properties
C6F12
Molar mass 300.047 g·mol−1
Appearanceclear, waxy solid
Density 1.684 g/cm3
Melting point 52 °C (126 °F; 325 K) [1]
Boiling point 59–60 °C (138–140 °F; 332–333 K)
Solubility Miscible with organic compounds
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Safety data sheet (SDS)MSDS
Related compounds
Related compounds
Fluorocarbon
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Perfluorocyclohexane or dodecafluorocyclohexane is a chemical which belongs to the class of fluorocarbons, sometimes referred to as perfluorocarbons or PFCs. Fluorocarbons and their derivatives are useful fluoropolymers, refrigerants, solvents, and anesthetics.

Contents

Synthesis

Perfluorocyclohexane can be synthesized by fluorination of cyclohexane. [2]

Properties

Perfluorocyclohexane is chemically inert and thermally stable. It is a relatively non-toxic, clear, waxy solid, which has a high vapor pressure and therefore sublimes readily at room temperature.[ citation needed ]

The molecule predominantly exists in its chair conformation, in which it possesses D3d molecular symmetry.

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3
C)
2
C(OH)
2
, a geminal diol.

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4
F
or FOClO
3
. It is an extremely unstable gas that explodes spontaneously and has a penetrating odor.

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<span class="mw-page-title-main">Perfluoromethylcyclohexane</span> Chemical compound

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<span class="mw-page-title-main">Henry Aaron Hill</span>

Henry Aaron Hill was an American chemist who became the first African American president of the American Chemical Society (ACS). As a scientist, he specialized in the chemistry of fluorocarbons.

Russell P. Hughes an American/British chemist, is the Frank R. Mori Professor Emeritus and Research Professor in the Department of Chemistry at Dartmouth College. His research interests are in organometallic chemistry, with emphasis on the chemistry of transition metal complexes interacting with fluorocarbons. His research group’s work in this area led to several creative syntheses of complexes of transition metal and perfluorinated hydrocarbon fragments.

Joseph H. Simons was a U.S. chemist who became famous for discovering one of the first practical ways to mass-produce fluorocarbons in the 1930s while a professor of chemical engineering at Pennsylvania State University. In 1950, he and other employees of 3M received a patent for the procedure of electrochemical fluorination.

References

  1. Sander, M.; Blöchl, W. (January 1965). "Herstellung von Perfluoralkanen und Perfluorcycloalkanen". Chemie Ingenieur Technik (in German). 37 (1): 7–13. doi:10.1002/cite.330370103.
  2. Sandford G. (2003). "Perfluoroalkanes". Tetrahedron. 59 (4): 437–454. doi:10.1016/s0040-4020(02)01568-5.