Heptalene

Heptalene
Names
	IUPAC name Heptalene
Identifiers
CAS Number	257-24-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	4574193 ;
PubChem CID	5460725;
CompTox Dashboard (EPA)	DTXSID10420114 ;
	InChI InChI=1S/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H Key: DDTGNKBZWQHIEH-UHFFFAOYSA-N ; InChI=1/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H Key: DDTGNKBZWQHIEH-UHFFFAOYAV;
	SMILES C1=CC=C2C=CC=CC=C2C=C1;
Properties
Chemical formula	C12H10
Molar mass	154.212 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Heptalene is a polycyclic hydrocarbon with chemical formula C₁₂H₁₀, composed of two fused cycloheptatriene rings. It is an unstable, non-planar compound which is non-aromatic.^[1]^[2] The dianion, however, satisfies Hückel's rule, is thermally stable, and is planar.^[3]

References

^ Gottarelli, Giovanni; Hansen, Hans-Jürgen; Spada, Gian Piero; Weber, Roland H. (1987). "A Liquid-Crystal Study of Heptalene". Helvetica Chimica Acta. 70 (2): 430. doi:10.1002/hlca.19870700222.
^ Boyd, G.V. (1966). "The aromaticity of pentalene, heptalene and related bicyclic hydrocarbons". Tetrahedron. 22 (10): 3409. doi:10.1016/S0040-4020(01)92529-3.
^ Oth, Jean F. M.; Müllen, Klaus; Königshofen, Heinrich; Wassen, Jürgen; Vogel, Emanuel (1974). "The Dianion of Heptalene". Helvetica Chimica Acta. 57 (8): 2387. doi:10.1002/hlca.19740570811.

[1] Gottarelli, Giovanni; Hansen, Hans-Jürgen; Spada, Gian Piero; Weber, Roland H. (1987). "A Liquid-Crystal Study of Heptalene". Helvetica Chimica Acta. 70 (2): 430. doi:10.1002/hlca.19870700222.

[2] Boyd, G.V. (1966). "The aromaticity of pentalene, heptalene and related bicyclic hydrocarbons". Tetrahedron. 22 (10): 3409. doi:10.1016/S0040-4020(01)92529-3.

[3] Oth, Jean F. M.; Müllen, Klaus; Königshofen, Heinrich; Wassen, Jürgen; Vogel, Emanuel (1974). "The Dianion of Heptalene". Helvetica Chimica Acta. 57 (8): 2387. doi:10.1002/hlca.19740570811.

[1]

[2]

[3]

Names


IUPAC name Heptalene
Identifiers
CAS Number	257-24-9
3D model (JSmol)	Interactive image
ChemSpider	4574193
PubChem CID	5460725
CompTox Dashboard (EPA)	DTXSID10420114
InChI InChI=1S/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H Key: DDTGNKBZWQHIEH-UHFFFAOYSA-N InChI=1/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H Key: DDTGNKBZWQHIEH-UHFFFAOYAV
SMILES C1=CC=C2C=CC=CC=C2C=C1
Properties
Chemical formula	C₁₂H₁₀
Molar mass	154.212 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Heptalene

See also

References