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Topic summary

Cyclobutene

Names Preferred IUPAC name
Cyclobutene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.011.360EC Number
  • 212-496-8
  • InChI=1S/C4H6/c1-2-4-3-1/h1-2H,3-4H2
    Key: CFBGXYDUODCMNS-UHFFFAOYSA-N
  • InChI=1/C4H6/c1-2-4-3-1/h1-2H,3-4H2
    Key: CFBGXYDUODCMNS-UHFFFAOYAN
  • C\1=C\CC/1
Properties C4H6Molar mass54.092 g·mol Appearance Colorless gas Density0.733 g/cm Boiling point2 °C (36 °F; 275 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cyclobutene is an organic compound with the chemical formulaC4H6. 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.

Wikipedia source