Pentachlorocyclopropane

Pentachlorocyclopropane is a chlorinated cyclopropane with the chemical formula C3HCl5. It is a colourless liquid with a faint minty odour.[1] It is thermally unstable above 100 °C; decomposition gives 1,1,3,3,3-pentachloropropene by isomerisation.[3] Pentachlorocyclopropane can be obtained by the addition of dichlorocarbene into trichloroethylene in presence of a base.[4] Pentachlorocyclopropane itself gives tetrachlorocyclopropene when reacted with a base such as potassium hydroxide by means of dehydrohalogenation.[5]

Pentachlorocyclopropane
Names
IUPAC name
1,1,2,2,3-Pentachlorocyclopropane
Identifiers
3D model (JSmol)
  • C1(C(C1(Cl)Cl)(Cl)Cl)Cl
Properties
C3HCl5
Molar mass 214.29 g·mol−1
Appearance Colourless liquid
Odor Mild, minty[1]
Density 1.668 g/cm3[2]
Boiling point 56 °C[1]
1.51[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Pentachlorocyclopropane Stephen W. Tobey and Robert West The University of Wisconsin (1965)
  2. Yaws, C. L. (2015). The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals: Physical Properties for More Than 54,000 Organic and Inorganic Chemical Compounds, Coverage for C1 to C100 Organics and Ac to Zr Inorganics.
  3. Organic Reaction Mechanisms 1966: An Annual Survey Covering the Literature Dated December 1965 Through November 1966. Page 228
  4. Strain and Its Implications in Organic Chemistry: Organic Stress and Reactivity. (2012). Page 384
  5. Advances in Alicyclic Chemistry. (2013).  Elsevier Science. page 57
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