“2,5-Xylidine”的意思、由来-开放百科全书

词条

2,5-Xylidine

释义

Production
Safety
References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477211907
| ImageFile = 2,5-Xylidin.svg
| ImageSize = 150px
| IUPACName = 2,5-dimethylbenzene-1-amine
| OtherNames = 2,5-dimethylaniline, 2,5-dimethylphenylamine, 2,5-dimethylbenzenamine
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6989
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 95-78-3
| PubChem =
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 518305
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 249120
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB02163
| SMILES = Cc1ccc(C)c(N)c1
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| 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 = C₈H₁₁N
| MolarMass =
| Appearance =
| Density =
| MeltingPtC = 6
| BoilingPtC = 218
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt = 97
| AutoignitionPt = }}
}}2,5-Xylidine is an organic compound with the formula C₆H₃(CH₃)₂NH₂. It is one of several isomeric xylidines. It is a colorless viscous liquid. Commercially significant derivatives include Solvent Yellow 30, Solvent Red 22, Acid Red 65, and Solvent Red 26.^[1]

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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:

Me₂C₆H₄ + HNO₃ → Me₂C₆H₃NO₂ + H₂O

Me₂C₆H₃NO₂ + 3 H₂ → Me₂C₆H₃NH₂ + 3H₂O

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

1. ^{{cite encyclopedia|author=M. Meyer|title=Xylidines|encyclopedia=Ullmann's Encylclopedia of Industrial Chemistry|publisher=Wiley-VCH|place=Weinheim|year=2012|doi=10.1002/14356007.a28_455}}

1 : Anilines

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