# Terphenyl
> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Terphenyl
> Markdown URL: https://mediated.wiki/source/Terphenyl.md
> Source: https://en.wikipedia.org/wiki/Terphenyl
> Source revision: 1311746897
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 392374283
| Name =''para''-Terphenyl
| Reference =
| ImageFile = Para-terphenyl.png
| ImageSize =
| ImageName = Skeletal formula of para-terphenyl
| ImageFile1 = Para-terphenyl-from-xtal-view-2-3D-bs-17.png
| ImageSize1 =
| ImageName1 = Ball-and-stick model of para-terphenyl
| PIN = 11,21:24,31-Terphenyl[{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [The Royal Society of Chemistry](/source/Royal_Society_of_Chemistry) | date = 2014 | location = Cambridge | page = 345 | doi = 10.1039/9781849733069-00130 | isbn = 978-0-85404-182-4}}]
| OtherNames = 1,1′:4′,1″-Terphenyl
''p''-Terphenyl
1,4-Diphenylbenzene
''para''-Diphenylbenzene
''p''-Diphenylbenzene
''para''-Triphenyl
''p''-Triphenyl
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 92-94-4
| CASNo_Comment = (''para'')
| CASNo2_Ref = {{cascite|correct|CAS}}
| CASNo2 = 92-06-8
| CASNo2_Comment = (''meta'')
| CASNo3_Ref = {{cascite|correct|CAS}}
| CASNo3 = 84-15-1
| CASNo3_Comment = (''ortho'')
| CASNo4_Ref = {{cascite|correct|CAS}}
| CASNo4 = 26140-60-3
| CASNo4_Comment = (unspecified)
| Beilstein = 1908447
| ChEMBL1 = 491582
| ChEBI1 = 52242
| PubChem =7115
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 6848
| ChemSpiderID_Comment = (''para'')
| EC_number1 = 202-205-2
| RTECS1 = WZ6475000
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = GWP218ZY6F
| UNII_Comment = (''para'')
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = WOI2PSS0KX
| UNII2_Comment = (''meta'')
| UNII3_Ref = {{fdacite|correct|FDA}}
| UNII3 = W5675R7KVW
| UNII3_Comment = (''ortho'')
| UNII4_Ref = {{fdacite|correct|FDA}}
| UNII4 = LFX1C55D2Z
| UNII4_Comment = (unspecified)
| SMILES =C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=CC=C3
| SMILES2 = c1ccc(cc1)c2ccc(cc2)c3ccccc3
| SMILES2_Comment = (''para'')
| InChI = 1/C18H14/c1-3-7-15(8-4-1)17-11-13-18(14-12-17)16-9-5-2-6-10-16/h1-14H
| InChI_Comment = (''para'')
| InChIKey = XJKSTNDFUHDPQJ-UHFFFAOYAJ
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C18H14/c1-3-7-15(8-4-1)17-11-13-18(14-12-17)16-9-5-2-6-10-16/h1-14H
| StdInChI_Comment = (''para'')
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = XJKSTNDFUHDPQJ-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=18 | H=14
| Appearance =White powder[
| Density = 1.24 g/cm3
| MeltingPtC = 212 to 214
| MeltingPt_ref = ]
212-213 °C[[http://www.sigmaaldrich.com/catalog/product/sial/257389?lang=en®ion=US ''p''-Terphenyl] at [Sigma-Aldrich](/source/Sigma-Aldrich)]
| BoilingPtC = 389
| BoilingPt_ref = [
| Solubility =Insoluble][
| RefractIndex = 1.65][{{cite web | url = http://www.cryos-beta.kharkov.ua/organic.php | title = Organic molecular single crystals | publisher = cryos-beta.kharkov.ua }}]
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPtC = 207
| FlashPt_ref = [
| AutoignitionPt =
| GHSPictograms = {{GHS07}}{{GHS09}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335|400}}
| PPhrases = {{P-phrases|261|264|271|273|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|391|403+233|405|501}}
| NFPA-H = 2
| NFPA-F = 1
| NFPA-R = 0
| PEL = C 9 mg/m3 (1 ppm)][{{PGCH|0591}}][{{PGCH|0592}}][{{PGCH|0593}}]
}}
}}
'''Terphenyls''' are a group of [aromatic hydrocarbons](/source/aromatic_hydrocarbons). Also known as '''diphenylbenzenes''' or '''triphenyls''', they consist of a central [benzene](/source/benzene) ring substituted with two [phenyl group](/source/phenyl_group)s. There are three [substitution pattern](/source/Arene_substitution_pattern)s: ''ortho''-terphenyl, [''meta''-terphenyl](/source/Meta-terphenyl), and ''para''-terphenyl. Commercial grade terphenyl is generally a mixture of the three [isomer](/source/isomer)s. This mixture is used in the production of [polychlorinated terphenyl](/source/polychlorinated_terphenyl)s, which were formerly used as heat storage and transfer agents.[[http://chemicalland21.com/industrialchem/IUH/p-TERPHENYL.htm ''p''-Terphenyl] at chemicalland21.com]
==Occurrence==
''p''-Terphenyl derivatives are found in various fungi and bacteria. One example is [atromentin](/source/atromentin), a pigment found in some mushrooms. These natural ''p''-terphenyls are better described as diphenylquinones or diphenylhydroquinones. Some m-terphenyl compounds occur in plants.[{{cite journal |doi=10.1021/cr050248c |title=Natural Terphenyls: Developments since 1877 |date=2006 |last1=Liu |first1=Ji-Kai |journal=Chemical Reviews |volume=106 |issue=6 |pages=2209–2223 |pmid=16771447 }}]
{{Gallery
|File:ortho-terphenyl.png|''ortho''-Terphenyl |class1=skin-invert-image
|File:meta-terphenyl.png|''meta''-Terphenyl |class2=skin-invert-image
|File:para-terphenyl.png|''para''-Terphenyl |class3=skin-invert-image
}}
==See also==
* [Biphenyl](/source/Biphenyl)
* [Terpyridine](/source/Terpyridine)
* [Terthiophene](/source/Terthiophene)
* [Triphenylene](/source/Triphenylene)
* [OMRE](/source/Organic_Moderated_Reactor_Experiment), experimental [organic](/source/Organic_nuclear_reactor) [nuclear reactor](/source/nuclear_reactor) that tested terphenyl as reactor coolant
==References==
{{reflist}}
==External links==
* [http://omlc.ogi.edu/spectra/PhotochemCAD/html/p-terphenyl.html p-Terphenyl] at the Oregon Laser Medical Center
* [https://www.cdc.gov/niosh/npg/npgd0591.html o-Terphenyl], [https://www.cdc.gov/niosh/npg/npgd0592.html m-Terphenyl], [https://www.cdc.gov/niosh/npg/npgd0593.html p-Terphenyl] at Centers for Disease Control and Prevention, National Institute for Occupational Safety and Health
Category:Aromatic hydrocarbons
Category:Phenyl compounds
Category:Nuclear reactor coolants
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Adapted from the Wikipedia article [Terphenyl](https://en.wikipedia.org/wiki/Terphenyl) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Terphenyl?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.