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quadricyclane
Sign in to saveQuadricyclane 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.
Chemical data
- Formula
- C7H8
- Molecular weight
- 92.14 g/mol
- IUPAC name
- tetracyclo[3.2.0.02,7.04,6]heptane
- SMILES
- C1C2C3C2C4C1C34
- InChIKey
- DGZUEIPKRRSMGK-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 92.0626
Show 3 more facts
- canonical SMILES
- C1C2C3C2C4C1C34
- chemical formula
- C₇H₈
- Commons category
- Quadricyclane
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- 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
Excerpted from Wikipedia’s “quadricyclane” article, available under the CC BY-SA 4.0 licence.