Octalene

For insecticide, see Aldrin.

Octalene is a polycyclic hydrocarbon composed of two fused cyclooctatetraene rings.

Octalene

Names
IUPAC name Octalene
Identifiers
CAS Number	257-55-6 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33084
ChemSpider	119852
EC Number	206-215-8
PubChem CID	136075
UNII	X4JL62R2HN Y
InChI InChI=1S/C14H12/c1-2-6-10-14-12-8-4-3-7-11-13(14)9-5-1/h1-12H/b2-1-,4-3-,5-1-,6-2-,7-3-,8-4-,9-5-,10-6-,11-7-,12-8-,13-9-,13-11-,14-10-,14-12-,14-13- Key: OVPVGJFDFSJUIG-VFLSUHNHSA-N InChI=1/C14H12/c1-2-6-10-14-12-8-4-3-7-11-13(14)9-5-1/h1-12H/b2-1-,4-3-,5-1-,6-2-,7-3-,8-4-,9-5-,10-6-,11-7-,12-8-,13-9-,13-11-,14-10-,14-12-,14-13- Key: OVPVGJFDFSJUIG-VFLSUHNHBC
SMILES C1=CC=CC2=C(C=C1)C=CC=CC=C2
Properties
Chemical formula	C14H12
Molar mass	180.250 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N (what is YN ?) Infobox references

Anions

Octalene can be readily reduced by lithium to a dianion C₁₄H2−12 and, unusually for such a small molecule, a tetraanion C₁₄H4−12. The di-anion has its two negative charges in one ring, converting that ring into a 10-pi electron aromatic system similar to the di-anion of cyclooctatetraene. In the 18-pi electron tetra-anion, both rings effectively have access to 10 pi electrons, leading to a planar, bicyclic aromatic structure analogous to that of naphthalene.

See also

• Propalene
• Benzyne
• Pentalene
• Heptalene
• Butalene