| 词条 | Eschenmoser's salt |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 428779443 | Name = Eschenmoser's salt | ImageFile = Eschenmosersalz.png | ImageSize = 120px | ImageName = Eschenmoser's salt | IUPACName = Dimethylmethylideneammonium iodide |Section1={{Chembox Identifiers | SMILES = C[N+](C)=C.[I-] | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 2006292 | PubChem = 2724133 | InChI = 1/C3H8N.HI/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1 | InChIKey = VVDUZZGYBOWDSQ-REWHXWOFAW | SMILES1 = [I-].[N+](=C)(C)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C3H8N.HI/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = VVDUZZGYBOWDSQ-UHFFFAOYSA-M | CASNo_Ref = {{cascite|correct|??}} | CASNo = 33797-51-2 | CASNo_Comment = (Iodide) | CASNo2_Ref = {{cascite|changed|??}} | CASNo2 = 30354-18-8 | CASNo2_Comment = (Chloride) | RTECS = |Section2={{Chembox Properties | Formula = C3H8NI | MolarMass = 185.01 g/mol | Appearance = colorless hygroscopic crystals | Solubility = decomposes | MeltingPtC = 116 |Section7={{Chembox Hazards | ExternalSDS = | MainHazards = | FlashPt = | RPhrases = {{R36/37/38}} | SPhrases = {{S26}} {{S36}} |Section8={{Chembox Related | OtherCompounds = }} Eschenmoser's salt, dimethylmethylideneammonium iodide, is a strong dimethylaminomethylating agent, used to prepare derivatives of the type RCH2N(CH3)2.[1][2] Enolates, enolsilylethers, and even more acidic ketones undergo efficient dimethylaminomethylation. Once prepared, such tertiary amines can be further methylated and then subjected to base-induced elimination to afford methylenated ketones. The salt was first prepared by the group of Albert Eschenmoser[3] after whom the reagent is named. Analogous salts, dimethylmethylideneammonium chloride (Böhme's salt{{r|Kleinman}}, after Horst Böhme) and trifluoroacetate, have similar properities and applications.{{r|Kleinman}} See also
References1. ^E. F. Kleinman in "Dimethylmethyleneammonium Iodide and Chloride" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. {{doi|10.1002/047084289X.rd346}} 2. ^{{cite journal|author1=Horst Böhme |author2=Eberhard Mundlos |author3=Otto-Erich Herboth | title = Über Darstellung und Eigenschaften α-Halogenierter Amine| journal = Chemische Berichte| volume = 90| issue = 9| year = 1957| pages = 2003–2008| doi = 10.1002/cber.19570900942}} 3. ^{{cite journal|author1=Jakob Schreiber |author2=Hans Maag |author3=Naoto Hashimoto |author4=Albert Eschenmoser | title = Dimethyl(methylene)ammonium Iodide| journal = Angewandte Chemie International Edition in English| volume = 10| issue = 5| year = 1971| pages = 330–331| doi = 10.1002/anie.197103301}} 2 : Reagents for organic chemistry|Iodides |
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