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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.}}
{{Chembox
{{Chembox
| Verifiedfields = changed
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 456498413
| verifiedrevid = 477211907
| ImageFile = 2,5-Xylidin.svg
| ImageFile = 2,5-Xylidin.svg
| ImageSize = 150px
| ImageSize = 150px
| IUPACName = 2,5-dimethylbenzene-1-amine
| PIN = 2,5-Dimethylaniline
| OtherNames = 2,5-dimethylaniline, 2,5-dimethylphenylamine, 2,5-dimethylbenzenamine
| OtherNames = 2,5-Dimethylphenylamine, 2,5-Dimethylbenzenamine
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6989
| ChemSpiderID = 6989
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 95-78-3
| CASNo = 95-78-3
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem =
| UNII = XWK0W8DA04
| PubChem = 7259
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 518305
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = <!-- blanked - oldvalue: 249120 -->
| ChEMBL = 249120
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB02163
| DrugBank = DB02163
| SMILES = }}
| SMILES = Cc1ccc(C)c(N)c1
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| Section2 = {{Chembox Properties
| StdInChI = 1S/C8H11N/c1-6-3-4-7(2)8(9)5-6/h3-5H,9H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = VOWZNBNDMFLQGM-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| Formula = C<sub>8</sub>H<sub>11</sub>N
| Formula = C<sub>8</sub>H<sub>11</sub>N
| MolarMass =
| MolarMass =
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| BoilingPtC = 218
| BoilingPtC = 218
| Solubility = }}
| Solubility = }}
| Section3 = {{Chembox Hazards
|Section3={{Chembox Hazards
| MainHazards =
| MainHazards =
| FlashPt =
| FlashPt = 97
| Autoignition = }}
| AutoignitionPt = }}
}}
}}

'''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>
:[[Image:Solvent Red 26.png|thumb|left|Solvent Red 26 is a commercial dye prepared from 2,5-xylidine]]{{clear left}}

==Production==
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]]:
: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
: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

==Safety==
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.

==References==
{{reflist}}

{{DEFAULTSORT:Xylidine, 2, 5-}}
[[Category:Anilines]]