Benzocyclobutadiene

Benzocyclobutadiene is the simplest polycyclic aromatic hydrocarbon, being composed of a benzene ring fused to a cyclobutadiene ring. It has chemical formula C8H6. Though the benzene ring is stabilized by aromaticity, the cyclobutadiene portion has a destabilizing effect. For this reason, benzocyclobutadiene will readily dimerize or polymerize and it reacts as a dienophile in Diels-Alder reactions.[1]

Benzocyclobutadiene
Names
IUPAC name
Bicyclo[4.2.0]octa-1,3,5,7-tetraene
Identifiers
3D model (JSmol)
ChemSpider
Properties
C8H6
Molar mass 102.136 g·mol−1
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

Benzocyclobutadiene is used in the production of the pharmaceutical drug naflocort.

See also

References

  1. Carey, Francis A.; Sundberg, Richard J. (1984). Advanced Organic Chemistry Part A Structure and Mechanisms (2nd ed.). New York, NY: Plenum Press. ISBN 0-306-41198-9.
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