Cyclobutene

Cyclobutene
Names
Preferred IUPAC name
Cyclobutene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.011.360
EC Number
  • 212-496-8
  • InChI=1S/C4H6/c1-2-4-3-1/h1-2H,3-4H2 Y
    Key: CFBGXYDUODCMNS-UHFFFAOYSA-N Y
  • InChI=1/C4H6/c1-2-4-3-1/h1-2H,3-4H2
    Key: CFBGXYDUODCMNS-UHFFFAOYAN
  • C\1=C\CC/1
Properties
C4H6
Molar mass 54.092 g·mol−1
Appearance Colorless gas
Density 0.733 g/cm3
Boiling point 2 °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).
Y verify (what is YN ?)
Infobox references

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.

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