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{{DISPLAYTITLE:''para''-Cresidine}} |
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{{DISPLAYTITLE:''para''-Cresidine}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 415868237 |
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|Name=''para''-Cresidine |
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| verifiedrevid = 433356029 |
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|ImageFile=cresidine.svg |
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| Name = ''para''-Cresidine |
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|ImageSize=200px |
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| ImageFile = cresidine.svg |
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|IUPACName=2-methoxy-5-methylaniline |
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| ImageSize = 180 |
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|OtherNames= |
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| ImageAlt = Skeletal formula of para-cresidine |
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|Section1= {{Chembox Identifiers |
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| ImageFile1 = Para-Cresidine 3D ball.png |
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| RTECS = BZ6720000 |
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| ImageSize1 = 180 |
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| CASNo=120-71-8 |
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| ImageAlt1 = Ball-and-stick model of the para-cresidine molecule |
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| PubChem=8445 |
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| PIN = 2-Methoxy-5-methylaniline |
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| OtherNames = |
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|Section1={{Chembox Identifiers |
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| RTECS = BZ6720000 |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 120-71-8 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 4C11L78UR3 |
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| PubChem = 8445 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 13869579 |
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| InChI = 1/C8H11NO/c1-6-3-4-8(10-2)7(9)5-6/h3-5H,9H2,1-2H3 |
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| InChIKey = WXWCDTXEKCVRRO-UHFFFAOYAY |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C8H11NO/c1-6-3-4-8(10-2)7(9)5-6/h3-5H,9H2,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = WXWCDTXEKCVRRO-UHFFFAOYSA-N |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C19216 |
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| KEGG = C19216 |
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| SMILES=CC1=CC(=C(C=C1)OC)N |
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| SMILES = CC1=CC(=C(C=C1)OC)N |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=8|H=11|N=1|O=1 |
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| Formula=C<sub>8</sub>H<sub>11</sub>NO |
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| MolarMass=137.179 |
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| MolarMass=137.179 |
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| Appearance=White crystals |
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| Appearance=White crystals |
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| Density= |
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| Density= |
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| MeltingPtC=51.5 |
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| MeltingPtC=51.5 |
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| BoilingPtC=235 |
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| BoilingPtC=235 |
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| Solubility= |
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| Solubility= |
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|Section3= {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| FlashPt= |
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| FlashPt= |
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| AutoignitionPt = |
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| Autoignition= |
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'''''para''-Cresidine''' is an ] that is used to create dyes and pigments. It is a light yellow to light brown solid with the chemical formula C<sub>8</sub>H<sub>11</sub>ON or CH<sub>3</sub>OC<sub>6</sub>H<sub>3</sub>(CH<sub>3</sub>)NH<sub>2</sub>. It appears as white crystals. Its carcinogen category is 2, and upon heating it produces toxic fumes including nitrogen oxides. It reacts with strong ] and some forms of plastic, rubber, and coatings. ''para''-Cresidine is possibly ] to humans. It boils at 235 °C, melts at 51.5 °C, and is not very soluble in water. |
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'''''para''-Cresidine''' is an ] with the formula CH<sub>3</sub>OC<sub>6</sub>H<sub>3</sub>(CH<sub>3</sub>)NH<sub>2</sub>. It is a white solid that is soluble in organic solvents. The compound features both amine and methoxy ]s. It is used as an ] in preparation of dyes and pigments. |
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==Synthesis and reactions== |
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The compound is obtained in several steps from ]. ] gives mainly 3-nitro-4-chlorotoluene, which reacts with methoxide sources to give 4-methoxy-2-nitrotoluene. Reduction of this nitro compound affords the aniline.<ref name=Ullmann>P. F. Vogt, J. J. Gerulis, "Amines, Aromatic" in ''Ullmann’s Encyclopedia of Industrial Chemistry'', 2005, Wiley-VCH, Weinheim. {{doi|10.1002/14356007.a02_037}}</ref> |
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Sulfonation with ] gives 4-amino-5-methoxy-2-methylbenzenesulfonic acid. This ] is a precursor to ], a red ].<ref name=Ullmann/> |
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]{{clear-left}} |
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== References == |
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== References == |
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<references /> |
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*, Center for Disease Control |
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==External links== |
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*, Center for Disease Control |
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{{DEFAULTSORT:Cresidine, para-}} |
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{{DEFAULTSORT:Cresidine, para-}} |
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