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quadricyclane
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quadricyclane

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Quadricyclane is a strained, multi-cyclic hydrocarbon with the formula CH2(CH)6. A volatile colorless liquid, it is highly strained molecule (78.7 kcal/mol). Isomerization of quadricyclane proceeds slowly at low temperatures. Because of quadricyclane's strained structure and thermal stability, it has been studied extensively.

Wikidata facts

Mass
92.0626
Show 3 more facts
canonical SMILES
C1C2C3C2C4C1C34
chemical formula
C₇H₈
Commons category
Quadricyclane
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Contents
  • Preparation
  • Proposed applications to solar energy
  • Reactions
  • Notes

Quadricyclane is a strained, multi-cyclic hydrocarbon with the formula CH2(CH)6. A volatile colorless liquid, it is highly strained molecule (78.7 kcal/mol). Isomerization of quadricyclane proceeds slowly at low temperatures. Because of quadricyclane's strained structure and thermal stability, it has been studied extensively.

==Preparation== Quadricyclane is produced by the irradiation of norbornadiene (bicyclo[2.2.1]hepta-2,5-diene) in the presence of Michler's ketone or ethyl Michler's ketone. Other sensitizers, such as acetone, benzophenone, acetophenone, etc., may be used but with a lesser yield. The yield is higher for freshly distilled norbornadiene, but commercial reagents will suffice. 400px

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