Ovalene

Ovalene
Names
	Preferred IUPAC name Ovalene
Identifiers
CAS Number	190-26-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:33091 ;
ChemSpider	60771 ;
ECHA InfoCard	100.005.347
EC Number	205-880-1;
PubChem CID	67446;
UNII	3M1901484G ;
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 Key: LSQODMMMSXHVCN-UHFFFAOYSA-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;
	SMILES c1cc2c3c4c1ccc5cc6c7c8c(ccc9=c8c1c(cc9)cc(c3c1c7c54)cc2)cc6;
Properties
Chemical formula	C32H14
Molar mass	398.45 g/mol
Density	1.496 g/cm3
Melting point	473 °C (883 °F; 746 K)
Magnetic susceptibility (χ)	-353.8·10−6 cm3/mol
Structure
Space group	monoclinic, P21/a
Lattice constant	a = 1.947(5) nm, b = 0.470(1) nm, c = 1.012(4) nm α = 90°, β = 105.0(3)°, 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). verify (what is ?) Infobox references

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

^ 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

Ovalene datapage at NIST

[iupac2013-1] 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.

[str-2] 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.

[1]

[2]

[3]

v t e Polycyclic aromatic hydrocarbons
2 rings	Butalene Azulene Naphthalene
3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene
4 rings	Benz[a]anthracene Benzo[a]fluorene Benzo[c]fluorene Benzo[c]phenanthrene Chrysene Fluoranthene Pyrene Tetracene Triphenylene Tricyclobutabenzene
5 rings	Benz[e]acephenanthrylene Benzopyrene Benzo[a]pyrene Benzo[e]pyrene 6H-Benzo[cd]pyrene(Olympicene) Benzo[a]fluoranthene Benzo[b]fluoranthene Benzo[j]fluoranthene Benzo[k]fluoranthene trans-Bicalicene Dibenz[a,h]anthracene Dibenz[a,j]anthracene Pentacene Pentaphene Perylene Picene Tetraphenylene
6 rings	Anthanthrene Benzo[ghi]perylene Corannulene Dibenzopyrenes Hexacene Triangulene Zethrene
7+ rings	Coronene Dicoronylene Diindenoperylene Heptacene Hexabenzocoronene (Hexa-cata-) Kekulene Ovalene Rubicene Rubrene Sumanene Superphenalene Trinaphthylene Truxene
General classes	Acene Circulene Cyclacene Helicene Phenacene

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^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
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 (χ)	-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) nm α = 90°, β = 105.0(3)°, 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). N verify (what is ^YN ?) Infobox references