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{{DISPLAYTITLE:''N''-Methylmorpholine}} |
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{{DISPLAYTITLE:''N''-Methylmorpholine}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 285685013 |
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| Watchedfields = changed |
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| Name =''N''-Methylmorpholine |
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| verifiedrevid = 357297423 |
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| ImageFileL1 = N-Methylmorpholine.svg |
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| ImageFileR1 = N-Methylmorpholine-3D.png |
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| Name = ''N''-Methylmorpholine |
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| IUPACName = 4-Methylmorpholine |
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| ImageFileL1 = N-Methylmorpholine.svg |
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| ImageFileR1 = N-Methylmorpholine-3D.png |
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| Section1 = {{Chembox Identifiers |
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| IUPACName = 4-Methylmorpholine |
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| Section1 = {{Chembox Identifiers |
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| Abbreviations = NMM |
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| Abbreviations = NMM |
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| CASNo_Ref = {{cascite}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 109-02-4 |
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| CASNo = 109-02-4 |
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| ChEMBL = 2448839 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 7684 |
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| EC_number = 203-640-0 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 11P91ANU5X |
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| PubChem = 7972 |
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| PubChem = 7972 |
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| UNNumber = 2535 |
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| SMILES = O1CCN(C)CC1 |
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| SMILES = O1CCN(C)CC1 |
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| InChI = InChI=1/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 |
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| InChI = 1/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 |
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| InChIKey = SJRJJKPEHAURKC-UHFFFAOYAK |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = SJRJJKPEHAURKC-UHFFFAOYSA-N |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| Formula = |C=5|H=11|N=1|O=1 |
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| Formula = |C=5|H=11|N=1|O=1 |
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| MolarMass = |
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| MolarMass = |
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| Appearance = Liquid |
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| Appearance = Liquid |
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| Odor = Strongly unpleasant, fish-like |
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| Density = 0.92 g/cm<sup>3</sup> |
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| Density = 0.92 g/cm<sup>3</sup> |
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| MeltingPtC = -66 |
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| MeltingPtC = -66 |
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| BoilingPtCL = 115 |
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| BoilingPtC = 115 to 116 |
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| pKa = 7.38 (for the conjugate acid) (H<sub>2</sub>O)<ref> {{webarchive|url=https://web.archive.org/web/20120121150933/http://www2.lsdiv.harvard.edu/labs/evans/pdf/evans_pKa_table.pdf |date=2012-01-21 }}</ref> |
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| BoilingPtCH = 116 |
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| pKa = 7.38 <ref></ref> |
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| Section7 = {{Chembox Hazards |
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| Section7 = {{Chembox Hazards |
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| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS07}} |
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| EUClass = Flammable ('''F'''), Corrosive ('''C''') |
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| GHSSignalWord = Danger |
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| RPhrases = {{R11}} {{R20/21/22}} {{R34}} |
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| HPhrases = {{H-phrases|225|302|312|314|332}} |
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| SPhrases = {{S16}} {{S26}} {{S36/37/39}} {{S45}} |
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| PPhrases = {{P-phrases |210|233|240 |241|242|243|260|261|264|270 |271|280|301+312|301+330+331|302+352|303+361+353|304+312 |304+340|305+351+338 |310|312|321|322 |330|363|370+378|403+235 |405|501}} |
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'''''N''-Methylmorpholine''' is the ] with the formula O(CH<sub>2</sub>CH<sub>2</sub>)<sub>2</sub>NCH<sub>3</sub>. It is a colorless liquid. It is a cyclic ]. It is used as a base catalyst for generation of ]s and other reactions. It is produced by the reaction of ] and ] as well as by the hydrogenolysis of N-formylmorpholine.<ref name=Ullmann>{{cite encyclopedia|author=Karsten Eller |author2=Erhard Henkes |author3=Roland Rossbacher |author4=Hartmut Höke |title=Amines, Aliphatic|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|year=2005|publisher=Wiley-VCH|location=Weinheim|doi=10.1002/14356007.a02_001|isbn=3-527-30673-0}}</ref> It is the precursor to ], a commercially important oxidant. |
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'''''N''-Methylmorpholine''' is an ] of intermediate strength. Its main use is as the starting material for preparing ]. |
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== References == |
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== References == |
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{{DEFAULTSORT:Methylmorpholine, N-}} |
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{{DEFAULTSORT:Methylmorpholine, N-}} |
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