| Revision as of 13:03, 5 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,293 edits Saving copy of the {{chembox}} taken from revid 456809682 of page Picene for the Chem/Drugbox validation project (updated: 'KEGG', 'CASNo'). |
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{{other uses|Picene (disambiguation)|Piceno (disambiguation)}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 400852121 |
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| verifiedrevid = 464206241 |
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| Reference=<ref>'']'', 11th Edition, '''7368'''.</ref> |
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| Reference =<ref>'']'', 11th Edition, '''7368'''.</ref> |
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| Name = Picene |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| Name = Picene |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile = Picene.svg |
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| ImageFile = Picene.svg |
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| ImageName = Skeletal formula |
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| ImageName = Skeletal formula |
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| ImageFile1 = Picene-3D-balls.png |
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| ImageFile1 = Picene molecule ball.png |
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| ImageSize1 = 220px |
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| ImageSize1 = 220px |
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| ImageName1 = Ball-and-stick model |
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| ImageAlt1 = Ball-and-stick model of the picene molecule ball |
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| PIN = Picene<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | page = 206 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref> |
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| IUPACName = Dibenzophenanthrene |
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| OtherNames = Picene<br />3,4-Benzchrysene<br />β,β-Binaphthylene ethene |
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| OtherNames = Dibenzophenanthrene<br />3,4-Benzchrysene<br />β,β-Binaphthylene ethene |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 8808 |
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| ChemSpiderID = 8808 |
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| InChI = 1/C22H14/c1-3-7-17-15(5-1)9-11-21-19(17)13-14-20-18-8-4-2-6-16(18)10-12-22(20)21/h1-14H |
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| InChI = 1/C22H14/c1-3-7-17-15(5-1)9-11-21-19(17)13-14-20-18-8-4-2-6-16(18)10-12-22(20)21/h1-14H |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = GBROPGWFBFCKAG-UHFFFAOYSA-N |
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| StdInChIKey = GBROPGWFBFCKAG-UHFFFAOYSA-N |
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| Beilstein = 1912414 |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = <!-- blanked - oldvalue: C19500 --> |
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| KEGG = C19500 |
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| CASNo_Ref = {{cascite|correct|??}} |
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| PubChem = 9162 |
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| CASNo = <!-- blanked - oldvalue: 213-46-7 --> |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 213-46-7 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = F70R8ZBR7T |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 33090 |
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| ChEBI = 33090 |
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| SMILES = c5c3c2ccc1ccccc1c2ccc3c4ccccc4c5 |
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| SMILES = c5c3c2ccc1ccccc1c2ccc3c4ccccc4c5 |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>22</sub>H<sub>14</sub> |
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| Formula = C<sub>22</sub>H<sub>14</sub> |
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| MolarMass = 278.33 g/mol |
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| MolarMass = 278.33 g/mol |
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| Density = ? g/cm<sup>3</sup> |
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| Density = ? g/cm<sup>3</sup> |
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| MeltingPt = 366-367 °C |
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| MeltingPtC = 366 to 367 |
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| MeltingPt_notes = |
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| BoilingPt = 518-520 °C |
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| BoilingPtC = 518 to 520 |
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}} |
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}} |
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|Section7 = {{Chembox Hazards |
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| GHSPictograms = {{GHS08}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|371}} |
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| PPhrases = {{P-phrases|260|264|270|309+311|405|501}} |
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}} |
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}} |
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}} |
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'''Picene''' is a ] found in the ]y residue obtained in the ] of ] ] and of ]. This is distilled to dryness and the ] repeatedly ]d from ]. It may be synthetically prepared by the action of ] ] on a mixture of ] and ], or by distilling a-dinaphthostilbene. It crystallizes in large colorless plates which possess a blue ]. It is soluble in concentrated ] with a green color. ] in ] solution oxidizes it to picene-], picene-quinone ], and finally to ]. |
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When ] with ] or ] and cooled to below 18 K, picene has been reported to exhibit superconductive properties.<ref>{{citation|last=Das|first=Saswato|title= Hydrocarbon Superconductor Discovered |journal=]| date=March 2010 |url=https://spectrum.ieee.org/hydrocarbon-superconductor-discovered}}</ref> However, due to the apparent inability to reproduce this work,<ref>{{citation|last=Artioli|first=Gianluca A.|first2=Lorenzo|last2=Malavasi|title= Superconductivity in metal-intercalated aromatic hydrocarbons |journal=]| date=Dec 2013 |volume=2|issue=9|pages=1577|doi=10.1039/C3TC32326A}}</ref> the superconducting nature of doped picene has been met with heavy scepticism.<ref>{{citation|last=Heguri|first=Satoshi|first2=Mototada|last2=Kobayashi|first3=Katsumi|last3=Tanigaki|title= Questioning the existence of superconducting potassium doped phases for aromatic hydrocarbons |journal=]| date=May 2015 |volume=92|issue=1|pages=014502|doi=10.1103/PhysRevB.92.014502|bibcode=2015PhRvB..92a4502H}}</ref> |
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Picene is also a major constituent of the hydrocarbon mineral ]. |
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==See also== |
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* ], which has the same number of rings linked in a different way |
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==References== |
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<references/> |
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{{1911|wstitle=Picene|volume=21|page=581}} |
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{{PAHs}} |
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] |