quadricyclane

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.

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Vinony's link graph records 15 inbound references to quadricyclane, and connects out to International Standard Book Number, ultraviolet radiation and mass density.

It is catalogued under topics including Chembox having GHS data, Chembox image size set and Cyclopropanes.

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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 Å²
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

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canonical SMILES: C1C2C3C2C4C1C34
chemical formula: C₇H₈
Commons category: Quadricyclane

Sources (4)

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Encyclopedic overview

4 sections

Contents

Preparation
Proposed applications to solar energy
Reactions
Notes

==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.