Acepentalene

Acepentalene
Names

IUPAC name Cyclopenta[cd]pentalene
Other names Acepentylene
Identifiers
CAS Registry Number	187-68-8
ChemSpider	21477342^Y
InChI InChI=1S/C10H6/c1-2-8-5-6-9-4-3-7(1)10(8)9/h1-6H^Y Key: CUIAUPQXSDOJAG-UHFFFAOYSA-N^Y InChI=1/C10H6/c1-2-8-5-6-9-4-3-7(1)10(8)9/h1-6H Key: CUIAUPQXSDOJAG-UHFFFAOYAJ
Jmol-3D images	Image Image
SMILES C2(C=C3)=C1C3=CC=C1C=C2 C1=CC2=CC=C3C2=C1C=C3
Properties
Molecular formula	C₁₀H₆
Molar mass	126.15 g·mol⁻¹
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
Infobox references

Acepentalene is a tricyclic anti-aromatic compound. Its molecular formula is C₁₀H₆. It consists of three five-membered rings fused across three of the five carbon atoms. The central carbon atom in acepentalene is part of all three rings. There are formally five double bonds in acepentalene, so that the molecule formally contains four double bonds on the exterior, and one double bond from the central carbon to the exterior of the ring system.

The acepentalene dianion, which can be stabilized by two lithium atoms, is more stable. The radical anion is also known.^[1]

References

↑ Armin de Meijere, Fabian Gerson, Peter R. Schreiner, Pascal Merstetter and Franz-Manfred Schüngel (1999). "The radical anion of acepentalene". Chem. Commun.: 2189–2190.