| Revision as of 17:59, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,055 edits Saving copy of the {{chembox}} taken from revid 415359212 of page 3-Nitroaniline for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 23:38, 15 September 2024 edit Project Osprey (talk | contribs)Extended confirmed users9,987 edits Zinin reaction |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| verifiedrevid = 413268205 |
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| verifiedrevid = 477219834 |
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| Name = 3-Nitroaniline |
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| Name = 3-Nitroaniline |
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| ImageFile = 3-nitroaniline chemical structure.png |
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| ImageFileL1 = 3-nitroaniline chemical structure.png |
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| ImageName = |
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| ImageSizeL1 = 130px |
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| ImageAltL1 = Skeletal formula of 3-nitroaniline |
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| IUPACName = 3-Nitroaniline |
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| OtherNames = ''meta''-Nitroaniline, ''m''-nitroaniline |
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| ImageFileR1 = 3-Nitroaniline-3D-balls.png |
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| ImageSizeR1 = 130 |
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| Section1 = {{Chembox Identifiers |
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| ImageAltR1 = Ball-and-stick model of the 3-nitroaniline molecule |
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| SMILES = O=()c1cccc(N)c1 |
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| PIN = 3-Nitroaniline |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| SystematicName = 3-Nitrobenzenamine |
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| OtherNames = ''meta''-Nitroaniline<br />''m''-Nitroaniline |
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|Section1={{Chembox Identifiers |
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| SMILES = O=()c1cccc(N)c1 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 7145 |
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| ChemSpiderID = 7145 |
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| InChI = 1/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2 |
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| InChI = 1/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 14068 |
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| ChEMBL = 14068 |
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| PubChem = 7423 |
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| EC_number = 202-729-1 |
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| RTECS = BY6825000 |
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| UNNumber = 1661 |
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| UNII = CM50SM561T |
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| DTXSID = DTXSID6025725 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2 |
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| StdInChI = 1S/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 99-09-2 |
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| CASNo = 99-09-2 |
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| RTECS = |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=6 | H=6 | N=2 | O=2 |
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| Formula = C<sub>6</sub>H<sub>6</sub>N<sub>2</sub>O<sub>2</sub> |
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| MolarMass = 138.14 g/mol |
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| Appearance = Yellow solid |
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| Density = 0.9011 |
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| Appearance = Yellow, Solid |
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| Solubility = 0.1 g/100 ml (20 °C) |
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| Density = |
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| MeltingPtC = 114 |
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| Solubility = 0.1 g/100 ml (20°C) |
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| MeltingPt_notes = |
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| MeltingPt = 114 °C |
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| BoilingPt = 306 °C |
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| BoilingPtC = 306 |
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| pKa = 2.47 |
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| pKb = |
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| pKa = 2.47 |
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| pKb = |
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| MagSus = -70.09·10<sup>−6</sup> cm<sup>3</sup>/mol |
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| Section3 = {{Chembox Structure |
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|Section3={{Chembox Structure |
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| CrystalStruct = |
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| CrystalStruct = |
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| Dipole = |
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| Dipole = |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| ExternalMSDS = |
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| ExternalSDS = |
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| MainHazards = |
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| MainHazards = |
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| FlashPt = ?°C |
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| FlashPtC = |
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| GHSPictograms = {{GHS06}}{{GHS08}} |
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| RPhrases = |
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| SPhrases = |
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| GHSSignalWord = Danger |
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| HPhrases = {{H-phrases|301|311|331|373|412}} |
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| PPhrases = {{P-phrases|260|261|264|270|271|273|280|301+310|302+352|304+340|311|312|314|321|322|330|361|363|403+233|405|501}} |
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| Section8 = {{Chembox Related |
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|Section8={{Chembox Related |
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| OtherCpds = ], ] |
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| OtherCompounds = ], ] |
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'''3-Nitroaniline''' is an ] with the formula H<sub>2</sub>NC<sub>6</sub>H<sub>4</sub>NO<sub>2</sub>. A yellow solid, it is a derivative of ], carrying a ] ] in position 3. It is an ] of ] and ]. It is used as a precursor to ]s.<ref name=Booth>{{Ullmann|author=Gerald Booth|title=Nitro Compounds, Aromatic|year=2007|doi=10.1002/14356007.a17_411}}</ref> |
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== Synthesis and applications== |
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] derived from 3-nitroaniline.|left]] |
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3-Nitroaniline is produced on a commercial scale by reduction of ] with ],<ref name=Booth/> or ] (a ]). |
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It is used as a chemical intermediate for ] component and the dyes disperse yellow 5 and acid blue 29. |
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==References== |
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{{reflist}} |
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{{DEFAULTSORT:Nitroaniline, 3-}} |
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] |
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] |