| Revision as of 09:08, 23 October 2010 editJynto (talk | contribs)Extended confirmed users3,197 edits Adding ball-and-stick model← Previous edit |
Latest revision as of 14:09, 22 December 2024 edit undoAfernand74 (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers24,216 edits →See alsoTag: Visual edit |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| Name =''para''-Terphenyl |
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| Watchedfields = changed |
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| Reference = |
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| verifiedrevid = 392374283 |
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| ImageFile = Para-terphenyl.png |
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| Name =''para''-Terphenyl |
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| ImageSize = 200px |
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| Reference = |
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| ImageName = Skeletal formula of para-terphenyl |
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| ImageFile1 = Para-terphenyl-3D-balls.png |
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| ImageFile = Para-terphenyl.png |
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| ImageSize1 = 200px |
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| ImageSize = |
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| ImageName1 = Ball-and-stick model of para-terphenyl |
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| ImageName = Skeletal formula of para-terphenyl |
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| ImageFile1 = Para-terphenyl-from-xtal-view-2-3D-bs-17.png |
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| IUPACName = 1,4-Diphenylbenzene |
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| ImageSize1 = |
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| OtherNames=''p''-Terphenyl; 1,4-Diphenylbenzene; ''para''-Diphenylbenzene; ''p''-Diphenylbenzene; ''para''-Triphenyl; ''p''-Triphenyl |
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| ImageName1 = Ball-and-stick model of para-terphenyl |
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| PIN = 1<sup>1</sup>,2<sup>1</sup>:2<sup>4</sup>,3<sup>1</sup>-Terphenyl<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | page = 345 | doi = 10.1039/9781849733069-00130 | isbn = 978-0-85404-182-4}}</ref> |
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| OtherNames = 1,1':4',1<nowiki>''</nowiki>-Terphenyl<ref name=iupac2013/><br />''p''-Terphenyl<br />1,4-Diphenylbenzene<br />''para''-Diphenylbenzene<br />''p''-Diphenylbenzene<br />''para''-Triphenyl<br />''p''-Triphenyl |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=92-94-4 |
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| CASNo = 92-94-4 |
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| CASOther= (''para'')<br>92-06-8 (''meta'')<br>84-15-1 (''ortho'')<br>26140-60-3 (unspec.) |
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| CASNo_Comment = (''para'') |
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| PubChem=7115 |
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| CASNo2_Ref = {{cascite|correct|CAS}} |
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| SMILES=C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=CC=C3 |
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| CASNo2 = 92-06-8 |
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| CASNo2_Comment = (''meta'') |
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| CASNo3_Ref = {{cascite|correct|CAS}} |
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| CASNo3 = 84-15-1 |
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| CASNo3_Comment = (''ortho'') |
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| CASNo4_Ref = {{cascite|correct|CAS}} |
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| CASNo4 = 26140-60-3 |
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| CASNo4_Comment = (unspecified) |
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| Beilstein = 1908447 |
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| ChEMBL1 = 491582 |
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| ChEBI1 = 52242 |
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| PubChem =7115 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 6848 |
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| ChemSpiderID_Comment = (''para'') |
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| EC_number1 = 202-205-2 |
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| RTECS1 = WZ6475000 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = GWP218ZY6F |
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| UNII_Comment = (''para'') |
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| UNII2_Ref = {{fdacite|correct|FDA}} |
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| UNII2 = WOI2PSS0KX |
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| UNII2_Comment = (''meta'') |
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| UNII3_Ref = {{fdacite|correct|FDA}} |
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| UNII3 = W5675R7KVW |
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| UNII3_Comment = (''ortho'') |
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| UNII4_Ref = {{fdacite|correct|FDA}} |
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| UNII4 = LFX1C55D2Z |
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| UNII4_Comment = (unspecified) |
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| SMILES =C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=CC=C3 |
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| SMILES2 = c1ccc(cc1)c2ccc(cc2)c3ccccc3 |
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| SMILES2_Comment = (''para'') |
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| 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 |
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| InChI_Comment = (''para'') |
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| InChIKey = XJKSTNDFUHDPQJ-UHFFFAOYAJ |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| 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 |
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| StdInChI_Comment = (''para'') |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = XJKSTNDFUHDPQJ-UHFFFAOYSA-N |
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}} |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=18|H=14 |
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| C=18 | H=14 |
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| Appearance=White powder<ref name=chemicalland21> at chemicalland21.com</ref> |
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| Appearance =White powder<ref name=chemicalland21/> |
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| Density= |
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| Density = 1.24 g/cm<sup>3</sup> |
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| MeltingPtC = 212 to 214 |
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| MeltingPt=212-214 °C<ref name=chemicalland21/><br>212-213 °C<ref name=Sigma> at ]</ref> |
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| MeltingPt_ref = <ref name=chemicalland21/><br>212-213 °C<ref name=Sigma> at ]</ref> |
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| BoilingPt=389 °C<ref name=Sigma/> |
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| BoilingPtC = 389 |
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| Solubility=Insoluble<ref name=chemicalland21/> |
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| BoilingPt_ref = <ref name=Sigma/> |
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| Solubility =Insoluble<ref name=chemicalland21/> |
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| RefractIndex = 1.65<ref name="Cryos Beta">{{cite web | url = http://www.cryos-beta.kharkov.ua/organic.php | title = Organic molecular single crystals | publisher = cryos-beta.kharkov.ua }}</ref> |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| MainHazards=Iritant ('''Xi''') |
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| FlashPtC = 207 |
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| FlashPt=207 °C<ref name=Sigma/> |
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| FlashPt_ref = <ref name=Sigma/> |
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| Autoignition= |
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| AutoignitionPt = |
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| RPhrases = {{R36/37/38}} {{R50/53}} |
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| SPhrases = {{S26}} {{S60}} {{S61}} |
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| GHSPictograms = {{GHS07}}{{GHS09}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|315|319|335|400}} |
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| 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}} |
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| NFPA-H = 2 |
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| NFPA-F = 1 |
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| NFPA-R = 0 |
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| PEL = C 9 mg/m<sup>3</sup> (1 ppm)<ref>{{PGCH|0591}}</ref><ref>{{PGCH|0592}}</ref><ref>{{PGCH|0593}}</ref> |
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'''Terphenyls''' are a group of closely-related ] ]. Also known as '''diphenylbenzenes''' or '''triphenyls''', they consist of a central ] ring substituted with two ]s. The three isomers are ''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 ]s, which were formerly used as heat storage and transfer agents.<ref name=chemicalland21/> |
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'''Terphenyls''' are a group of closely related ]. Also known as '''diphenylbenzenes''' or '''triphenyls''', they consist of a central ] ring substituted with two ]s. There are three ]s: ''ortho''-terphenyl, ], and ''para''-terphenyl. Commercial grade terphenyl is generally a mixture of the three ]s. This mixture is used in the production of ]s, which were formerly used as heat storage and transfer agents.<ref name=chemicalland21> at chemicalland21.com</ref> |
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''p''-Terphenyl is the most common isomer. It is used as a laser dye and a sunscreen ingredient.<ref name=chemicalland21/> |
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''p''-Terphenyl derivatives are found in various fungi and bacteria. One example is ], a pigment found in some mushrooms. These natural ''p''-terphenyls are better described as diphenylquinones or diphenylhydroquinones. Some m-terphenyl compounds occur in plants.<ref>{{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 }}</ref> |
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<gallery> |
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<gallery> |
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File:ortho-terphenyl.png|''ortho''-Terphenyl |
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File:ortho-terphenyl.png|''ortho''-Terphenyl |
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==See also== |
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==See also== |
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* ] |
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* ], experimental ] ] that tested terphenyl as reactor coolant |
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==References== |
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==References== |
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==External links== |
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==External links== |
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* at the Oregon Laser Medical Center |
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* at the Oregon Laser Medical Center |
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* , , at Centers for Disease Control and Prevention, National Institute for Occupational Safety and Health |
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