Bicyclo[4.2.0]octa-1,3,5-triene

• CAT Number: L011676
• CAS Number: 694-87-1
• Molecular Formula: C8H8
• Molecular Weight: 104.15
• Purity: ≥95%
• IUPAC Name: bicyclo[4.2.0]octa-1,3,5-triene
• InChI: InChI=1S/C8H8/c1-2-4-8-6-5-7(8)3-1/h1-4H,5-6H2
• InChIKey: UMIVXZPTRXBADB-UHFFFAOYSA-N
• SMILES: C1CC2=CC=CC=C21

Bicyclo[4.2.0]octa-1,3,5-triene（Cat No.:L011676）, commonly known as barrelene, is a bicyclic hydrocarbon featuring a unique structure composed of a six-membered benzene-like ring fused with a two-membered cyclobutane ring. It appears as a colorless, crystalline solid and exhibits interesting aromatic and antiaromatic behavior due to its strained framework and conjugated π-system. Barrelene is notable in theoretical and physical organic chemistry for its unusual electronic properties and is studied in relation to photochemical and valence isomerization reactions. It serves as a model compound in molecular orbital theory and organic synthesis.