Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 2,5-Xylidine: Difference between pages
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Saving copy of the {{chembox}} taken from revid 456499327 of page 2,5-Xylidine for the Chem/Drugbox validation project (updated: 'ChEMBL'). |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:2,5-Xylidine|oldid=456499327}} 456499327] of page [[2,5-Xylidine]] with values updated to verified values.}} |
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{{Chembox |
{{Chembox |
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| Verifiedfields = changed |
| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = |
| verifiedrevid = 477211907 |
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| ImageFile = 2,5-Xylidin.svg |
| ImageFile = 2,5-Xylidin.svg |
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| ImageSize = 150px |
| ImageSize = 150px |
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| PIN = 2,5-Dimethylaniline |
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| OtherNames = 2,5- |
| OtherNames = 2,5-Dimethylphenylamine, 2,5-Dimethylbenzenamine |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 6989 |
| ChemSpiderID = 6989 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 95-78-3 |
| CASNo = 95-78-3 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = XWK0W8DA04 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 518305 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = |
| ChEMBL = 249120 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB02163 |
| DrugBank = DB02163 |
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| SMILES = |
| SMILES = Cc1ccc(C)c(N)c1 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C8H11N/c1-6-3-4-7(2)8(9)5-6/h3-5H,9H2,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = VOWZNBNDMFLQGM-UHFFFAOYSA-N |
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}} |
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| Formula = C<sub>8</sub>H<sub>11</sub>N |
| Formula = C<sub>8</sub>H<sub>11</sub>N |
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| MolarMass = |
| MolarMass = |
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| BoilingPtC = 218 |
| BoilingPtC = 218 |
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| Solubility = }} |
| Solubility = }} |
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|Section3={{Chembox Hazards |
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| MainHazards = |
| MainHazards = |
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| FlashPt = |
| FlashPt = 97 |
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| AutoignitionPt = }} |
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'''2,5-Xylidine''' is an [[organic compound]] with the formula C<sub>6</sub>H<sub>3</sub>(CH<sub>3</sub>)<sub>2</sub>NH<sub>2</sub>. It is one of several isomeric [[xylidine]]s. It is a colorless viscous liquid. Commercially significant derivatives include [[Solvent Yellow 30]], [[Solvent Red 22]], [[Acid Red 65]], and [[Solvent Red 26]].<ref>{{cite encyclopedia|author=M. Meyer|title=Xylidines|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|publisher=Wiley-VCH|place=Weinheim|year=2012|doi=10.1002/14356007.a28_455|isbn=9783527303854 }}</ref> |
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:[[Image:Solvent Red 26.png|thumb|left|Solvent Red 26 is a commercial dye prepared from 2,5-xylidine]]{{clear left}} |
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==Production== |
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Like many xylidines, it is prepared by nitration of the corresponding [[xylene]] followed by reduction of the nitroxylene. Reduction can be effected with HCl/Fe, but usually is achieved by [[catalytic hydrogenation]]: |
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:Me<sub>2</sub>C<sub>6</sub>H<sub>4</sub> + HNO<sub>3</sub> → Me<sub>2</sub>C<sub>6</sub>H<sub>3</sub>NO<sub>2</sub> + H<sub>2</sub>O |
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:Me<sub>2</sub>C<sub>6</sub>H<sub>3</sub>NO<sub>2</sub> + 3 H<sub>2</sub> → Me<sub>2</sub>C<sub>6</sub>H<sub>3</sub>NH<sub>2</sub> + 3H<sub>2</sub>O |
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==Safety== |
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It is mutagenic and tumor-inducing. Acute toxicity of xylidines is modest as indicated by [[LD50]] (rats, oral) are in the range 0.1-1 g/kg. |
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==References== |
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{{reflist}} |
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{{DEFAULTSORT:Xylidine, 2, 5-}} |
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[[Category:Anilines]] |