Ovalene: Difference between revisions

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	{{chembox		{{chembox
			\| Verifiedfields = changed
⚫	\| verifiedrevid = ~~415521657~~
			\| Watchedfields = changed
		⚫	\| verifiedrevid = 424699386
	\| ImageFile = Ovalene.png		\| ImageFile = Ovalene.png
	\| ~~ImageName~~ = ~~Skeletal~~ formula		\| ImageAlt = Structural formula of ovalene
	\| ImageFile1 = Ovalene-3D~~-balls~~.png		\| ImageFile1 = Ovalene 3D ball.png
	\| ~~ImageName1~~ = Ball-and-stick model		\| ImageAlt1 = Ball-and-stick model of the ovalene molecule
			\| PIN = Ovalene<ref name=iupac2013>{{cite book \| title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) \| publisher = ] \| date = 2014 \| location = Cambridge \| page = 205 \| doi = 10.1039/9781849733069-FP001 \| isbn = 978-0-85404-182-4}}</ref>
	\| IUPACName = Ovalene
	\| OtherNames =		\| OtherNames =
	\| Section1 = {{Chembox Identifiers		\|Section1={{Chembox Identifiers
	\| Abbreviations =		\| Abbreviations =
			\| CASNo_Ref = {{cascite\|correct\|??}}
	\| CASNo = 190-26-1		\| CASNo = 190-26-1
			\| UNII_Ref = {{fdacite\|correct\|FDA}}
			\| UNII = 3M1901484G
	\| EINECS = 205-880-1		\| EINECS = 205-880-1
	\| PubChem = ~~10483367~~		\| PubChem = 67446
	\| SMILES = c1cc2c3c4c1ccc5cc6c7c8c(ccc9=c8c1c(cc9)cc(c3c1c7c54)cc2)cc6		\| SMILES = c1cc2c3c4c1ccc5cc6c7c8c(ccc9=c8c1c(cc9)cc(c3c1c7c54)cc2)cc6
			\| ChemSpiderID_Ref = {{chemspidercite\|changed\|chemspider}}
⚫	\| ~~InChI~~ =
			\| ChemSpiderID = 60771
	\| RTECS =
			\| 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
⚫	\| MeSHName =
			\| InChIKey = LSQODMMMSXHVCN-UHFFFAOYAN
⚫	\| ChEBI =
			\| StdInChI_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChI = 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
			\| StdInChIKey_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChIKey = LSQODMMMSXHVCN-UHFFFAOYSA-N
		⚫	\| RTECS =
		⚫	\| MeSHName =
			\| ChEBI_Ref = {{ebicite\|changed\|EBI}}
		⚫	\| ChEBI = 33091
	\| KEGG_Ref = {{keggcite\|correct\|kegg}}		\| KEGG_Ref = {{keggcite\|correct\|kegg}}
	\| KEGG =		\| KEGG =
			}}
	\| ATCCode_prefix =
		⚫	\|Section2={{Chembox Properties
	\| ATCCode_suffix =
	\| ATC_Supplemental =}}
⚫	\| Section2 = {{Chembox Properties
	\| Formula = C<sub>32</sub>H<sub>14</sub>		\| Formula = C<sub>32</sub>H<sub>14</sub>
	\| MolarMass = 398.45 g/mol		\| MolarMass = 398.45 g/mol
	\| Appearance =		\| Appearance =
	\| Density =		\| Density = 1.496 g/cm<sup>3</sup><ref name=str/>
	\| ~~MeltingPt~~ =		\| MeltingPtC = 473
			\| MeltingPt_ref =<ref name=str/>
	\| Melting_notes =
	\| BoilingPt =		\| BoilingPt =
	\| ~~Boiling_notes~~ =		\| BoilingPt_notes =
	\| Solubility =		\| Solubility =
	\| SolubleOther =		\| SolubleOther =
	\| Solvent =		\| Solvent =
	\| pKa =		\| pKa =
	\| pKb = }}		\| pKb =
			\| MagSus = -353.8·10<sup>−6</sup> cm<sup>3</sup>/mol<ref>{{cite journal\|doi=10.1038/168520b0 \|title=Electrical Conductivity and Magnetic Susceptibility of Ovalene \|date=1951 \|last1=Akamatu \|first1=Hideo \|last2=Inokuchi \|first2=Hiroo \|last3=Handa \|first3=Takashi \|journal=Nature \|volume=168 \|issue=4273 \|pages=520–521 \|bibcode=1951Natur.168..520A \|s2cid=4172683 }}</ref>
⚫	\| Section7 = {{Chembox Hazards
			}}
⚫	\| ~~EUClass~~ =
			\| Section3 = {{Chembox Structure
	\| EUIndex =
			\| Structure_ref =<ref name=str>{{cite journal\|doi=10.1098/rspa.1953.0179 \|title=The crystal and molecular structure of ovalene a quantitative X-ray investigation \|journal=Proceedings of the Royal Society of London. Series A. Mathematical and Physical Sciences \|date=1953 \|volume=220 \|issue=1141 \|pages=157–170 \|bibcode=1953RSPSA.220..157D \|last1=Donaldson \|first1=D. M. \|last2=Robertson \|first2=J. M. \|s2cid=98584903 }}</ref>
			\| CrystalStruct =
			\| SpaceGroup = ], P2<sub>1</sub>/a
			\| PointGroup =
			\| LattConst_a = 1.947(5) nm
			\| LattConst_b = 0.470(1) nm
			\| LattConst_c = 1.012(4) nm
			\| LattConst_alpha =
			\| LattConst_beta = 105.0(3)
			\| LattConst_gamma =
			\| LattConst_ref =
			\| LattConst_Comment =
			\| UnitCellVolume =
			\| UnitCellFormulas = 2
			\| Coordination =
			\| MolShape =
			\| OrbitalHybridisation =
		⚫	\| Dipole =
			}}
		⚫	\|Section7={{Chembox Hazards
	\| MainHazards =		\| MainHazards =
	\| NFPA-H =		\| NFPA-H =
	\| NFPA-F =		\| NFPA-F =
	\| NFPA-R =		\| NFPA-R =
	\| NFPA-O =		\| NFPA-S =
	\| RPhrases =
	\| SPhrases =
	\| RSPhrases =
	\| FlashPt =		\| FlashPt =
	\| ~~Autoignition~~ =		\| AutoignitionPt =
	\| ExploLimits =		\| ExploLimits =
	\| PEL = }}		\| PEL = }}
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	==References==		==References==
			{{Reflist}}
	* {{cite book \| last = Fetzer \| first = J. C. \| title = The Chemistry and Analysis of the Large Polycyclic Aromatic Hydrocarbons \| location = New York \| publisher = Wiley \| year = 2000 }}

	==External links==		==External links==
	* at ]		* at ]

⚫	]

	{{PAHs}}		{{PAHs}}

		⚫	]
	]
	]
	]
	]

Latest revision as of 07:16, 5 December 2023

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/h1-14HKey: 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/h1-14HKey: 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/cm
Melting point	473 °C (883 °F; 746 K)
Magnetic susceptibility (χ)	-353.8·10 cm/mol
Structure
Space group	monoclinic, P2₁/a
Lattice constant	a = 1.947(5) nm, b = 0.470(1) nm, c = 1.012(4) nmα = 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 , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

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.
^ 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

v t e Polycyclic aromatic hydrocarbons
2 rings	Butalene Azulene Naphthalene
3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene
4 rings	Benzanthracene Benzofluorene Benzofluorene Benzophenanthrene Chrysene Fluoranthene Pyrene Tetracene Triphenylene Tricyclobutabenzene
5 rings	Benzacephenanthrylene Benzopyrene Benzopyrene Benzopyrene 6H-Benzopyrene(Olympicene) Benzofluoranthene Benzofluoranthene Benzofluoranthene Benzofluoranthene trans-Bicalicene Dibenzanthracene Dibenzanthracene Pentacene Pentaphene Perylene Picene Tetraphenylene
6 rings	Anthanthrene Benzoperylene 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

Category:

Polycyclic aromatic hydrocarbons