Basketene

Basketene

Skeletal formula Ball-and-stick model
Names
IUPAC name Pentacyclo[4.4.0.0.2,50.3,804,7]dec-9-ene
Other names Bishomocubene
Identifiers
ChemSpider	122156 Y
Jmol 3D model	Interactive image
PubChem	138538
InChI InChI=1S/C10H10/c1-2-4-7-5-3(1)6-8(4)10(7)9(5)6/h1-10H Key: LXQOIQYQFRKBLV-UHFFFAOYSA-N InChI=1/C10H10/c1-2-4-7-5-3(1)6-8(4)10(7)9(5)6/h1-10H
SMILES C2=CC5C1C4C3C1C2C3C45
Properties
Chemical formula	C10H10
Molar mass	130.186 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Basketene (IUPAC name: pentacyclo[4.4.0.0.^2,50.^3,80^4,7]dec-9-ene) is an organic compound with the formula C₁₀H₁₀. It is a polycyclic alkene and the dehydrogenated version of basketane, which was named for its structural similarity to a basket.

Synthesis

Basketene has been synthesized by the isomerization of cyclooctatetraene followed by a Diels–Alder reaction with maleic anhydride. [2 + 2] cycloaddition closes the cage structure, which is converted to basketene by saponification and decarboxylation.

Reactions

Photolysis of basketene produces cyclooctatetraene, Nenitzescu's hydrocarbon and so on.