Terphenyl

{{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 | 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

| 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 closely related 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.[http://chemicalland21.com/industrialchem/IUH/p-TERPHENYL.htm p-Terphenyl] at chemicalland21.com

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.{{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

}}