1,6-Methano(10)annulene

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1,6-Methano(10)annulene
1,6-methanonaphthalene.svg
Names
IUPAC name
Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene
Identifiers
2443-46-1
ChemSpider 121264
Jmol 3D model Interactive image
PubChem 137603
  • InChI=1S/C11H10/c1-2-6-11-8-4-3-7-10(5-1)9-11/h1-8H,9H2
    Key: OORRQYZWSVJKSO-UHFFFAOYSA-N
  • InChI=1/C11H10/c1-2-6-11-8-4-3-7-10(5-1)9-11/h1-8H,9H2
    Key: OORRQYZWSVJKSO-UHFFFAOYAC
  • c1ccc2ccccc(c1)C2
Properties
C11H12
Molar mass 144.22 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,6-Methano[10]annulene , 1,6-methanonaphthalene or homonaphthalene is a hydrocarbon with chemical formula C11H12.

It is achieved by replacing two hydrogen atoms of [10]annulene by a methylene bridge (-CH
2
-). This compound is aromatic as judged from lack in bond length alternation by x-ray crystallography and a telltale diamagnetic ring current from NMR spectroscopy.

Synthetic route to 1,6-methanoannulene

Its resonance energy is smaller than that of naphthalene.[1]

See also

References

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External links


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