Benzocyclobutene

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Benzocyclobutene (BCB) is a benzene ring fused to a cyclobutane ring. It has chemical formula Template:Chem2.<ref>164410 Benzocyclobutene 98%</ref>

BCB is frequently used to create photosensitive polymers. BCB-based polymer dielectrics may be spun on or applied to various substrates for use in Micro Electro-Mechanical Systems (MEMS) and microelectronics processing. Applications include wafer bonding, optical interconnects, low-κ dielectrics, or even intracortical neural implants.

ReactionsEdit

Benzocyclobutene is a strained system which, upon heating to approximately 180 °C, causes the cyclobutene to undergo a conrotatory ring-opening reaction, forming o-xylylene. Since this process destroys the aromaticity of the benzene ring, the reverse reaction is highly favored.

o-Xylylenes generated in this way have been used prolifically in cycloaddition reactions, which restore the aromaticity to the benzene ring, while forming a new annulated species.<ref>Template:Cite journal</ref>

UsesEdit

The benzocyclobutene moiety has also appeared in a number of chemical compounds with pharmacological properties such as ivabradine and S33005. Additionally, the benzocyclobutene analog of 2C-B has been prepared<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> and a benzocyclobutene-derived amphetamine has been patented.<ref>Template:Cite patent</ref>

See alsoEdit

ReferencesEdit

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