2.2.2-Propellane

[2.2.2]Propellane
Names
Preferred IUPAC name
Tricyclo[2.2.2.01,4]octane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C8H12/c1-2-8-5-3-7(1,8)4-6-8/h1-6H2 N
    Key: GPMHXZWOEIWUPW-UHFFFAOYSA-N N
  • InChI=1/C8H12/c1-2-8-5-3-7(1,8)4-6-8/h1-6H2
    Key: GPMHXZWOEIWUPW-UHFFFAOYAI
  • C1C23C(CC2)(CC3)C1
Properties
C8H12
Molar mass 108.184 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

[2.2.2]Propellane, formally tricyclo[2.2.2.01,4]octane is an organic compound, a member of the propellane family. It is a hydrocarbon with formula C8H12, or C2(C2H4)3. Its molecule has three rings with four carbon atoms each, sharing one C–C bond.

This compound is unstable (although not as much as [1.1.1]propellane; however it is less persistent than [1.1.1]propellane). The bond angles on the shared carbons are considerably strained: three of them are close to 90°, the other three to 120°. The strain energy is estimated to be 93 kcal/mol (390 kJ/mol).

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