Cyclobutene is an organic compound with the chemical formula C4H6. It is a cycloalkene. It is a colorless gas that easily condenses. It is of interest in research but currently has no practical applications. A modern synthesis involves the 2-step dehydration of cyclobutanol. The compound was first prepared by thermolysis of the ammonium salt [C4H7N(CH3)3]OH (cyclobutyltrimethylammonium hydroxide).

Cyclobutene thermally isomerizes to 1,3-butadiene. This strongly exothermic reaction reflects the dominance of ring strain. In contrast, the corresponding equilibrium for hexafluorocyclobutene disfavors hexafluorobutadiene.

See also

  • Cyclobutane
  • Cyclobutadiene
  • Cyclobutyne
  • Squaric acid

References


Cyclobutene Alchetron, The Free Social Encyclopedia

CAS No.35660947

A modern take on the pericyclic electrocyclic ring opening of

Illustrated Glossary of Organic Chemistry Cyclobutene

Synthesis of highly functionalized cyclobutene derivatives directly