Dewar benzene

Dewar benzene (also spelled dewarbenzene) or bicyclo[2.2.0]hexa-2,5-diene is a bicyclic isomer of benzene with the molecular formula C6H6. The compound is named after James Dewar who included this structure in a list of possible C6H6 structures in 1869. However, he did not propose it as the structure of benzene, and in fact he supported the correct structure previously proposed by August Kekulé in 1865.

Dewar benzene

The conjoined cyclobutene rings of Dewar benzene form an obtuse angle.
Names
Preferred IUPAC name
Bicyclo[2.2.0]hexa-2,5-diene
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C6H6/c1-2-6-4-3-5(1)6/h1-6H Y
    Key: CTLSARLLLBZBRV-UHFFFAOYSA-N Y
  • InChI=1/C6H6/c1-2-6-4-3-5(1)6/h1-6H
    Key: CTLSARLLLBZBRV-UHFFFAOYAO
SMILES
  • C\1=C\C2/C=C\C/12
Properties
C6H6
Molar mass 78.1 g·mol1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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