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Cyclooctadecanonaene information


Cyclooctadecanonaene

"Herringbone" crystal structure of [18]annulene
Names
Preferred IUPAC name
(1Z,3E,5E,7Z,9E,11E,13Z,15E,17E)-Cyclooctadeca-1,3,5,7,9,11,13,15,17-nonaene
Identifiers
CAS Number
  • 2040-73-5 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 120988 ☒N
PubChem CID
  • 137294
InChI
  • InChI=1S/C18H18/c1-2-4-6-8-10-12-14-16-18-17-15-13-11-9-7-5-3-1/h1-18H/b2-1-,3-1+,4-2+,5-3+,6-4+,7-5-,8-6-,9-7+,10-8+,11-9+,12-10+,13-11-,14-12-,15-13+,16-14+,17-15+,18-16+,18-17- ☒N
    Key: STQWAGYDANTDNA-DWSNDWDZSA-N ☒N
  • InChI=1/C18H18/c1-2-4-6-8-10-12-14-16-18-17-15-13-11-9-7-5-3-1/h1-18H/b2-1-,3-1+,4-2+,5-3+,6-4+,7-5-,8-6-,9-7+,10-8+,11-9+,12-10+,13-11-,14-12-,15-13+,16-14+,17-15+,18-16+,18-17-
    Key: STQWAGYDANTDNA-DWSNDWDZBB
SMILES
  • C1=CC=CC=CC=CC=CC=CC=CC=CC=C1
Properties
Chemical formula
C18H18
Molar mass 234.3 g·mol−1
Appearance red-brown crystals
Density 1.134 g/cm3 (calc.)[1]
Structure[1]
Space group
monoclinic, P21/a
Lattice constant
a = 1.4984 (5) nm, b = 0.4802(2) nm, c = 1.0260(3) nm
α = 90°, β = 111.52(1)°, γ = 90°
Formula units (Z)
2
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

Cyclooctadecanonaene or [18]annulene is an organic compound with chemical formula C
18
H
18
. It belongs to the class of highly conjugated compounds known as annulenes and is aromatic. The usual isomer that [18]annulene refers to is the most stable one, containing six interior hydrogens and twelve exterior ones, with the nine formal double bonds in the cis,trans,trans,cis,trans,trans,cis,trans,trans configuration. It is reported to be a red-brown crystalline solid.

  1. ^ a b Gorter, S.; Rutten-Keulemans, E.; Krever, M.; Romers, C.; Cruickshank, D. W. J. (1995). "[18]-Annulene, C18H18, structure, disorder and Hückel's 4 n + 2 rule". Acta Crystallographica Section B Structural Science. 51 (6): 1036–1045. Bibcode:1995AcCrB..51.1036G. doi:10.1107/S0108768195004927.

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