N-ethylidene-1,1-dimethylethanamine N-oxide | 55830-07-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: N-ethylidene-1,1-dimethylethanamine N-oxide
• 英文别名: N-tert-butyl-C-methylnitrone；N-tert-butylethanimine oxide
• CAS: 55830-07-4
• 化学式: C₆H₁₃NO
• 分子量: 115.175
• InChiKey: BOKHYBASCWUKFT-ALCCZGGFSA-N

物化性质

• 沸点：
  43-46 °C(Press: 0.5 Torr)
• 密度：
  0.842±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  28.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-ethylidene-1,1-dimethylethanamine N-oxide 生成 2-(tert-Butyl)-5-<(tert-butyl)(hydroxy)amino>-3-methylisoxazolidin
  参考文献：
  名称：

  AURICH, H. G.;EIDEL, J.;SCHMIDT, M., CHEM. BER., 1986, 119, N 1, 18-35

  摘要：

  DOI：
• 作为产物：
  描述：

  N-叔丁基羟胺 、 乙醛 以82%的产率得到N-ethylidene-1,1-dimethylethanamine N-oxide
  参考文献：
  名称：

  .alpha.-Oxygenation of aldehydes and cyclic ketones by acylation-rearrangement of nitrones

  摘要：

  DOI：

  10.1021/jo00160a027

文献信息

• A New Approach to Nitrones through Cascade Reaction of Nitro Compounds Enabled by Visible Light Photoredox Catalysis
  作者：Cheng-Wei Lin、Bor-Cherng Hong、Wan-Chen Chang、Gene-Hsiang Lee

  DOI：10.1021/acs.orglett.5b00684

  日期：2015.5.15

  irradiation photocatalytic process. The mild, efficient, and environmentally benign reaction method, involving dynamic reciprocations of cascade pathways, comprises a mixture of a Ru(bpy)3Cl2 photoredox catalyst and DIPIBA or Hünig’s base in CH3CN. Notably, DIPIBA was found to be the best additive for the cross condensation reaction of nitroalkanes with aldehydes. The structures of appropriate products were

  使用可见光辐照光催化过程将一系列硝基烷烃有效地转化为烷基硝酮。温和，有效和环境友好的反应方法，涉及级联途径的动态往复运动，包括Ru（bpy）3 Cl 2光氧化还原催化剂和DIPIBA或Hünig碱在CH 3 CN中的混合物。特别地，发现DIPIBA是硝基烷烃与醛的交叉缩合反应的最佳添加剂。通过X射线分析确认适当产物的结构。
• Efficient Synthesis of Highly Functionalized Indazoles and 2,3-Dihydro-1,2-benzisoxazoles by Reaction of Stable Fischer Dienyl Carbenes and Isocyanides
  作者：José Barluenga、Fernando Aznar、M. Angel Palomero

  DOI：10.1002/1521-3765(20011217)7:24<5318::aid-chem5318>3.0.co;2-c

  日期：2001.12.17

  A range of stable chromium and tungsten Fischer dienyl carbenes have been prepared by [3+2] cycloaddition of alkenylethynyl carbene complexes with nitrones or diazoalkanes. Treatment of these systems with isocyanides gives entry to highly functionalized 2,3-dihydro-1,2-benzisoxazoles and indazoles in a completely regioselective fashion, under mild conditions, and with high yields. This methodology

  通过将烯基乙炔基卡宾配合物与硝酮或重氮烷烃进行[3 + 2]环加成反应，可制得一系列稳定的铬和钨菲舍尔二烯基卡宾。用异氰化物处理这些系统可以在温和的条件下以完全区域选择性的方式进入高官能度的2，3-二氢-1，2-苯并恶唑和吲唑。该方法还可以用于从芳基乙炔基费休复合物开始的类似萘异恶唑的制备。所制备的杂环中异恶唑部分的还原裂解还使得能够高效合成高度取代的对氨基苯酚。
• Nucleophilic Addition of Nitrones to Ketones: Development of a New Catalytic Asymmetric Nitrone-Aldol Reaction
  作者：Anders Bøgevig、Kurt V. Gothelf、Karl Anker Jørgensen

  DOI：10.1002/1521-3765(20021216)8:24<5652::aid-chem5652>3.0.co;2-j

  日期：2002.12.16

  The scope and potential of the reaction have been investigated and developed. The reaction can also be catalyzed by secondary amines. The use of chiral cyclic amines, such as L-proline leads to optically active beta-hydroxynitrones in moderate yield and with moderate to high enantiomeric excess. The reaction mechanism was studied by kinetic measurements, intermediate and product analysis, and determination

  已经发现了一种新的有机反应，其中硝酮在醛缩型反应中与羰基化合物反应，得到官能化的β-羟基硝酮。硝酮的α-碳原子与缺乏电子的酮（如α-酮酸酯，α，β-二酮和三氟甲基酮）进行亲核加成反应，从而以中等至良好的收率提供产物。已经研究和开发了反应的范围和潜力。该反应也可以通过仲胺催化。手性环状胺，例如L-脯氨酸的使用导致中等产率和中等至高对映体过量的光学活性β-羟基硝酮。通过动力学测量，中间体和产物分析以及确定产物的绝对构型来研究反应机理。
• Method of Manufacturing Nitrone Compound
  申请人：National Chung Cheng University

  公开号：US20170036989A1

  公开（公告）日：2017-02-09

  A method of manufacturing nitrone compounds is provided. The method includes: providing a nitro compound; and performing a photoreaction of the nitro compound, a catalyst and an additive under visible light to obtain the nitrone compound.

  提供一种制造亚硝基化合物的方法。该方法包括：提供一个硝基化合物；并在可见光下对硝基化合物、催化剂和添加剂进行光反应，以获得亚硝基化合物。
• NOVEL ANTIOXIDANTS AND METHODS OF TREATMENT
  申请人：Weiner Carl P.

  公开号：US20090318454A1

  公开（公告）日：2009-12-24

  Formula 1 is an antioxidant compound, wherein R, R1, or D is an antioxidant substituent; R and D are each independently selected from hydrogen or groups containing cysteine, thiols, disulfides, amino acids, amines, amides, or carboxylic acids; when one of R or D is hydrogen, the other includes a thiol, disulfide, or carboxylic acid; A is CO, SO, SO 2 , or C═S; E is one or more ring groups which are aromatic, carbocyclic, and/or heterocyclic 5, 6 and 7 membered rings being mono, bi, tri, tetra, penta, hexa, hepta or octa cyclic fused rings that are substituted or unsubstituted, each heterocyclic ring can include hetero atoms chosen from to O, S, N, Se, or P; each R1 is at a para, meta, and/or ortho position; n is 1, 2, 3, 4, or 5 for each ring; and each R1 is hydrogen or an antioxidant substituent.

  Formula 1是一种抗氧化化合物，其中R，R1或D是抗氧化剂取代基；R和D分别独立选择自氢或含有半胱氨酸，巯基，二硫键，氨基酸，胺，酰胺或羧酸的基团；当R或D中的一个是氢时，另一个包括巯基，二硫键或羧酸；A是CO，SO，SO2或C═S；E是一个或多个芳香族，碳环或杂环的环基团，其中5, 6和7个成员环可以是单环，双环，三环，四环，五环，六环，七环或八环的融合环，可以是取代或未取代的，每个杂环可以包含从O，S，N，Se或P选择的杂原子；每个R1位于对位，间位和/或邻位；n对于每个环是1, 2, 3, 4或5；每个R1是氢或抗氧化剂取代基。