Trimethylamine N-Oxide
Trimethylamine N-Oxide
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三甲胺N-氧化物
DOI：
10.1002/047084289x.rt268.pub2
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发表时间：
2010
期刊：
影响因子：
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通讯作者：
Yasunori Yamamoto
中科院分区：
文献类型：
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作者：
八谷厳;他1名;Yasunori Yamamoto
（将烷基卤化物和磺酸盐转化为醛类和酮类的试剂；用于合成n -甲基吡啶的亚甲酰亚胺的前体；三羰基二烯铁络合物的解合试剂）物理数据：mp 213-214°C （dec）。据报道，熔点从208°C到225-227°C不等。二水合物Me3NO·2H2O为白色固体，温度为96℃。溶解度：溶胶H2O、乙氧乙酸；溶剂Et2O苯等碳氢溶剂；少量使用CHCl3。提供形式：二水合物在商业上是白色固体。制备方法：三甲胺水溶液（100ml, 33%）与3%过氧化氢纯水溶液（600ml）混合，室温静置24h。蒸发至干燥，将产物从ettoh - et2o中重结晶，得到二水合物为针，mp 96℃。制备无水试剂有几种方法。二水合物在105°C和15mmhg下加热数小时，之后在180-200°C和15mmhg下升华。更方便的方法是用苯或甲苯共沸蒸馏（Dean-Stark疏水阀）或从DMF中悬浮液中共蒸馏，然后在真空中除去溶剂。处理、储存和注意事项：本试剂无危险报告。无水材料具有吸湿性，应新鲜制备和使用，或在P2O5真空干燥器中低温储存。三甲胺氧化物是一种氧化剂，应远离还原剂储存。
(reagent for conversion of alkyl halides and sulfonates to aldehydes and ketones; precursor for azomethine ylide useful for synthesis ofN‐methylpyrrolidines; reagent for decomplexation of tricarbonyldieneiron complexes)Alternate Names:TMANO.Physical Data:mp 213–214 °C (dec). Various melting points have been reported, ranging from 208 °C to 225–227 °C. The dihydrate, Me3NO·2H2O, is a white solid, mp 96 °C.Solubility:sol H2O, EtOH; insol Et2O benzene, and other hydrocarbon solvents; sparingly sol hot CHCl3.Form Supplied in:the dihydrate is commercially available as a white solid.Preparative Methods:aqueous Trimethylamine (100 mL, 33%) is mixed with a pure 3% aqueous solution of Hydrogen Peroxide (600 mL) and is set aside at rt for 24 h. The solution is evaporated to dryness, and the product is recrystallized from EtOH–Et2O to give the dihydrate as needles, mp 96 °C. Several procedures are available for preparing the anhydrous reagent. The dihydrate is heated at 105 °C and 15 mmHg for several hours, after which it is sublimed at 180–200 °C and 15 mmHg. A more convenient procedure is to remove water by azeotropic distillation with benzene or toluene (Dean–Stark trap), or by co‐distillation from a suspension of the reagent in DMF, followed by solvent removal in vacuo.Handling, Storage, and Precautions:no reported hazards for this reagent. The anhydrous material is hygroscopic and should be prepared and used fresh or stored at rt in a vacuum desiccator over P2O5. TrimethylamineN‐oxide is an oxidizer and should be stored away from reducing agents.