Benzocyclobutadiene

Not to be confused with benzocyclobutene.

Benzocyclobutadiene
Names

IUPAC name Bicyclo[4.2.0]octa-1,3,5,7-tetraene
Identifiers
CAS Number	4026-23-7^Y
3D model (Jmol)	Interactive image
ChemSpider	70373^Y
PubChem	77987
InChI InChI=1S/C8H6/c1-2-4-8-6-5-7(8)3-1/h1-6H^Y Key: WHEATZOONURNGF-UHFFFAOYSA-N^Y InChI=1/C8H6/c1-2-4-8-6-5-7(8)3-1/h1-6H Key: WHEATZOONURNGF-UHFFFAOYAK
SMILES C12=CC=CC=C1C=C2
Properties
Chemical formula	C₈H₆
Molar mass	102.14 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

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]

One known use of Benzocyclobutadiene was in the production of naflocort.

References

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

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