View source for Benzocyclobutene

[[Image:Benzocyclobutene.svg|thumb|right|125px|Chemical structure of benzocyclobutene]]

'''Benzocyclobutene''' ('''BCB''') or '''benzocyclobutadiene''' is the simplest [[polycyclic aromatic hydrocarbon]]{{Fact|date=June 2007}}, being composed of a [[benzene]] ring fused to a [[cyclobutene]] ring.  It has [[chemical formula]] {{carbon}}<sub>8</sub>{{hydrogen}}<sub>6</sub> and [[CAS number]] {{CASREF|CAS=4026-23-7}}. It is [[antiaromaticity|antiaromatic]], because it has [[Hückel's rule|4n]] [[pi bond|pi electrons]]. For this reason the compound is very reactive. It will easily [[dimer]]ize or [[polymerize]] and reacts as the [[dienophile]] in [[Diels-Alder reaction]]s <ref>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.</ref>

BCB is frequently used to create [[photosensitive]] [[polymer]]s.  BCB-based polymer [[dielectric]]s may be spun on or applied to various [[Wafer (electronics)|substrate]]s for use in [[Micro Electro-Mechanical Systems]] (MEMS) and microelectronics processing.  Applications include wafer bonding, optical interconnects, low-K dielectrics, or even intracortical [[neural implant]]s.

== See also ==
* [[Pentalene]]

==References==
{{reflist|2}}

[[Category:Polycyclic aromatic hydrocarbons]]

{{hydrocarbon-stub}}

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