Terphenyl

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title: "Terphenyl" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["aromatic-hydrocarbons", "phenyl-compounds", "nuclear-reactor-coolants"] topic_path: "arts/film" source: "https://en.wikipedia.org/wiki/Terphenyl" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| 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 | OtherNames = 1,1′:4′,1″-Terphenyl p-Terphenyl 1,4-Diphenylbenzene para-Diphenylbenzene p-Diphenylbenzene para-Triphenyl p-Triphenyl |Section1={{Chembox Identifiers | CASNo_Ref = | CASNo = 92-94-4 | CASNo_Comment = (para) | CASNo2_Ref = | CASNo2 = 92-06-8 | CASNo2_Comment = (meta) | CASNo3_Ref = | CASNo3 = 84-15-1 | CASNo3_Comment = (ortho) | CASNo4_Ref = | CASNo4 = 26140-60-3 | CASNo4_Comment = (unspecified) | Beilstein = 1908447 | ChEMBL1 = 491582 | ChEBI1 = 52242 | PubChem =7115 | ChemSpiderID_Ref = | ChemSpiderID = 6848 | ChemSpiderID_Comment = (para) | EC_number1 = 202-205-2 | RTECS1 = WZ6475000 | UNII_Ref = | UNII = GWP218ZY6F | UNII_Comment = (para) | UNII2_Ref = | UNII2 = WOI2PSS0KX | UNII2_Comment = (meta) | UNII3_Ref = | UNII3 = W5675R7KVW | UNII3_Comment = (ortho) | UNII4_Ref = | 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 = | 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 = | 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 = | BoilingPtC = 389 | BoilingPt_ref = | Solubility =Insoluble | RefractIndex = 1.65 |Section3={{Chembox Hazards | MainHazards = | FlashPtC = 207 | FlashPt_ref = | AutoignitionPt = | GHSPictograms = | GHSSignalWord = Warning | HPhrases = | PPhrases = | NFPA-H = 2 | NFPA-F = 1 | NFPA-R = 0 | PEL = C 9 mg/m3 (1 ppm)

Terphenyls are a group of aromatic hydrocarbons. Also known as diphenylbenzenes or triphenyls, they consist of a central benzene ring substituted with two phenyl groups. There are three substitution patterns: ortho-terphenyl, meta-terphenyl, and para-terphenyl. Commercial grade terphenyl is generally a mixture of the three isomers. This mixture is used in the production of polychlorinated terphenyls, which were formerly used as heat storage and transfer agents.

Occurrence

p-Terphenyl derivatives are found in various fungi and bacteria. One example is 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. |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

References

References

  1. (2014). "Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)". [[Royal Society of Chemistry.

  2. 212-213 °C[http://www.sigmaaldrich.com/catalog/product/sial/257389?lang=en&region=US ''p''-Terphenyl] at [[Sigma-Aldrich]]
  3. "Organic molecular single crystals". cryos-beta.kharkov.ua.
  4. {{PGCH. 0591
  5. {{PGCH. 0592
  6. {{PGCH. 0593
  7. [http://chemicalland21.com/industrialchem/IUH/p-TERPHENYL.htm ''p''-Terphenyl] at chemicalland21.com
  8. (2006). "Natural Terphenyls: Developments since 1877". Chemical Reviews.

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aromatic-hydrocarbonsphenyl-compoundsnuclear-reactor-coolants