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TCI

CAS 259-79-0

Biphenylene TCI B6284

Biphenylene TCI B6284

Chemical Identity

Other names
Dibenzocyclobutadiene · Cyclobutadibenzene
CAS No.
259-79-0
PubChem
CID 9214·SID 468591018
Formula
C12H8
Molecular weight
152.20 g/mol
Purity
>99.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
biphenylene
SMILES
C1=CC=C2C(=C1)C3=CC=CC=C23
InChIKey
IFVTZJHWGZSXFD-UHFFFAOYSA-N
MDL
MDL00001110
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Biphenylene (CAS 259-79-0) is a polycyclic aromatic hydrocarbon supplied by TCI, widely utilized as a non-heterocyclic building block in organic synthesis. This compound features a distinctive structure of two benzene rings fused via a cyclobutadiene core, making it valuable for studying antiaromaticity and constructing extended π-conjugated systems. It is commonly applied in academic and industrial research involving carbon-based materials, organic electronics, and photophysical investigations.

Advantages (TCI brochure)

  • Strained four-membered ring moiety can be cleaved by transition metal complexes.
  • Available as a building block for condensed polycycles such as eight-membered ring compounds.

From the TCI brochure

  • E-E' reaction giving ortho-disubstituted biaryl products (E, E' = H, B, Si, Ge, Sn)
  • Reaction with an alkyne giving a fused polycyclic product (drawn)
  • Reaction with an alkene giving a fused product containing a five-membered ring (drawn)
  • Cross-coupling giving a bridged polycyclic product (drawn)

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Data from the TCI brochure

Kemasan200 mg / 1 g

Source: TCI brochure FF113 (2025-03-31)

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