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Heptalene

Summary

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]

Heptalene
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Heptalene
Identifiers
  • 257-24-9 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4574193 ☒N
  • 5460725
UNII
  • MJX2GL6N86 checkY
  • DTXSID10420114 Edit this at Wikidata
  • InChI=1S/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H ☒N
    Key: DDTGNKBZWQHIEH-UHFFFAOYSA-N ☒N
  • InChI=1/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H
    Key: DDTGNKBZWQHIEH-UHFFFAOYAV
  • C1=CC=C2C=CC=CC=C2C=C1
Properties
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).
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Infobox references

See also edit

References edit

  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.