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Ovalene

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
Names
Preferred IUPAC name
Ovalene[1]
Identifiers
  • 190-26-1 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:33091 N
ChemSpider
  • 60771 N
ECHA InfoCard 100.005.347
EC Number
  • 205-880-1
  • 67446
UNII
  • 3M1901484G Y
  • DTXSID90172447
  • 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).
N verify (what is YN ?)

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 edit

  1. ^ 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 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. ^ 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.

External links edit

  • Ovalene datapage at NIST

ovalene, polycyclic, aromatic, hydrocarbon, with, formula, c32h14, which, consists, peri, fused, membered, rings, very, similar, coronene, names, preferred, iupac, name, identifiers, number, model, jsmol, interactive, image, chebi, chebi, 33091, chemspider, 60. 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 Names Preferred IUPAC name Ovalene 1 Identifiers CAS Number 190 26 1 Y 3D model JSmol Interactive image ChEBI CHEBI 33091 N ChemSpider 60771 N ECHA InfoCard 100 005 347 EC Number 205 880 1 PubChem CID 67446 UNII 3M1901484G Y CompTox Dashboard EPA DTXSID90172447 InChI 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 NKey LSQODMMMSXHVCN UHFFFAOYSA N NInChI 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 14HKey LSQODMMMSXHVCN UHFFFAOYAN SMILES c1cc2c3c4c1ccc5cc6c7c8c ccc9 c8c1c cc9 cc c3c1c7c54 cc2 cc6 Properties Chemical formula C32H14 Molar mass 398 45 g mol Density 1 496 g cm3 2 Melting point 473 C 883 F 746 K 2 Magnetic susceptibility x 353 8 10 6 cm3 mol 3 Structure 2 Space group monoclinic P21 a Lattice constant a 1 947 5 nm b 0 470 1 nm c 1 012 4 nma 90 b 105 0 3 g 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 N verify what is Y N Infobox references 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 edit 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 a b c 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 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 External links editOvalene datapage at NIST Retrieved from https en wikipedia org w index php title Ovalene amp oldid 1188411472, wikipedia, wiki, book, books, library,

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