Ovalene

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Ovalene
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Names
Preferred IUPAC name
Ovalene[1]
Identifiers
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3D model (JSmol)
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  • InChI=1S/C32H14/c1-2-16-6-10-20-14-22-12-8-18-4-3-17-7-11-21-13-19-9-5-15(1)23-24(16)28(20)32-30(22)26(18)25(17)29(21)31(32)27(19)23/h1-14H ☒N
    Key: LSQODMMMSXHVCN-UHFFFAOYSA-N ☒N
  • InChI=1/C32H14/c1-2-16-6-10-20-14-22-12-8-18-4-3-17-7-11-21-13-19-9-5-15(1)23-24(16)28(20)32-30(22)26(18)25(17)29(21)31(32)27(19)23/h1-14H
    Key: LSQODMMMSXHVCN-UHFFFAOYAN
  • c1cc2c3c4c1ccc5cc6c7c8c(ccc9=c8c1c(cc9)cc(c3c1c7c54)cc2)cc6
Properties
C32H14
Molar mass 398.45 g/mol
Density 1.496 g/cm3[2]
Melting point 473 °C (883 °F; 746 K)[2]
−353.8·10−6 cm3/mol[3]
Structure[2]
monoclinic, P21/a
a = 1.947(5) nm, b = 0.470(1) nm, c = 1.012(4) nm
α = 90°, β = 105.0(3)°, γ = 90°
2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Template:Chembox Footer/trackingTemplate:Short description

Ovalene is a polycyclic aromatic hydrocarbon with the formula C32H14, which consists of ten peri-fused six-membered rings. It is very similar to coronene.

Ovalene is a reddish-orange compound. It is sparingly soluble in solvents such as benzene, toluene, and dichloromethane. Its solutions have a green fluorescence under UV light.

Ovalene has been shown to form in deep-sea hydrothermal vent areas and in the hydrocracking process of petroleum refining.

References

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  1. ^ Page Module:Citation/CS1/styles.css has no content.Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 205. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ a b c Page Module:Citation/CS1/styles.css has no content.Donaldson, D. M.; Robertson, J. M. (1953). "The crystal and molecular structure of ovalene a quantitative X-ray investigation". Proceedings of the Royal Society of London. Series A. Mathematical and Physical Sciences. 220 (1141): 157–170. Bibcode:1953RSPSA.220..157D. doi:10.1098/rspa.1953.0179. S2CID 98584903.
  3. ^ Page Module:Citation/CS1/styles.css has no content.Akamatu, Hideo; Inokuchi, Hiroo; Handa, Takashi (1951). "Electrical Conductivity and Magnetic Susceptibility of Ovalene". Nature. 168 (4273): 520–521. Bibcode:1951Natur.168..520A. doi:10.1038/168520b0. S2CID 4172683.

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