trans-2-methoxymethyl-3-phenyloxirane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-2-methoxymethyl-3-phenyloxirane
• 英文别名: 2-(Methoxymethyl)-3-phenyloxirane
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: ZRKFSZMYFFNIHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-2-methoxymethyl-3-phenyloxirane 在 indium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以65%的产率得到1-甲氧基-3-苯基-2-丙酮
  参考文献：
  名称：

  Indium(III) Chloride-Promoted Rearrangement of Epoxides: A Selective Synthesis of Substituted Benzylic Aldehydes and Ketones

  摘要：

  A simple and efficient procedure for the rearrangement of substituted epoxides catalyzed by InCl3 has been developed. Aryl-substituted epoxides isomerize with complete regioselectivity to form a single carbonyl compound via cleavage of the benzylic C-O bond. The reactions are simple, fast, and high yielding. This procedure is very mild compared to those catalyzed with BF3 and other Lewis acids and compatible with several acid-sensitive functionalities. This protocol provides a highly selective synthesis of substituted benzylic aldehydes and ketones. However, rearrangement of alkyl-substituted epoxides is not very selective.

  DOI：

  10.1021/jo980793w
• 作为产物：
  描述：

  (E)-(3-methoxyprop-1-en-1-yl)benzene 在 间氯过氧苯甲酸 作用下， 生成 trans-2-methoxymethyl-3-phenyloxirane
  参考文献：
  名称：

  hen络合物催化的肟酮Meinwald重排反应

  摘要：

  ReBr（CO）5络合物可有效催化肟酮与相应的羰基化合物的Meinwald重排反应。

  DOI：

  10.1016/j.tetlet.2017.05.018

文献信息

• Process for the ruthenium-catalysed epoxidation of olefins by means of hydrogen peroxide
  申请人：Magerlein Wolfgang

  公开号：US20060161011A1

  公开（公告）日：2006-07-20

  The present invention relates to a process for the epoxidation of olefins using catalysts based on ruthenium complexes in the presence of hydrogen peroxide.

  本发明涉及一种利用基于钌配合物的催化剂在过氧化氢存在下对烯烃进行环氧化的方法。
• Pushing the Limits with Squaramide-Based Organocatalysts in Cyclic Carbonate Synthesis
  作者：Sergio Sopeña、Eddy Martin、Eduardo C. Escudero-Adán、Arjan W. Kleij

  DOI：10.1021/acscatal.7b00475

  日期：2017.5.5

  Squaramides are presented as modular, easy to optimize, and effective catalysts for the conversion of epoxides and carbon dioxide into cyclic organic carbonates (COCs). The catalytic potential of these squaramides, in combination with a suitable halide nucleophile, is particularly noted when internal epoxides are examined as substrates, and their transformation into disubstituted COCs marks a rare case of

  方胺以模块化，易于优化和有效的催化剂形式存在，可将环氧化物和二氧化碳转化为环状有机碳酸酯（COC）。当将内部环氧化物作为底物进行检测时，特别要注意这些方胺与合适的卤化物亲核试剂的催化潜力，并且它们转化为二取代的COC标志着有效的有机催化剂罕见地用于这些具有挑战性的转化。对照实验支持了机械学观点，即方酸酰胺主要涉及中间体氧代和碳酸根阴离子的稳定化，中间体氧代和碳酸根阴离子形成后，能够从最初形成的包含方酸酰胺主体的1：1组合物中取代溴代亲核试剂。
• Magnetic nano-graphene oxide-supported molybdenum (Fe3O4/GO-Mo) as a green, efficient, and recyclable catalyst for synthesis of β-hydroxy hydroperoxides
  作者：Yu-Heng Liu、Hai-Chuan Hu、Zi-Chuan Ma、Yan-Fei Dong、Can Wang、Yun-Meng Pang

  DOI：10.1007/s00706-017-2092-8

  日期：2018.3

  AbstractMagnetic nano-graphene oxide-supported molybdenum was readily prepared and identified as an efficient and recyclable catalyst for ring opening of various epoxides with ethereal hydrogen peroxide. The reaction proceeded under mild conditions to give β-hydroxy hydroperoxides in excellent yields at room temperature. The catalyst could be easily separated and recycled by applying a permanent magnet. Graphical

  摘要磁性纳米氧化石墨烯负载的钼很容易制备，并被鉴定为有效的可回收催化剂，用于通过醚性过氧化氢使各种环氧化物开环。反应在温和的条件下进行，在室温下以优异的产率得到β-羟基氢过氧化物。通过施加永磁体可以容易地分离和再循环催化剂。 图形概要
• Reactive radiation- or thermally- initiated cationically-curable epoxide monomers and compositions made from those monomers
  申请人：National Starch and Chemical Investment Holding Corporation

  公开号：EP0878472A1

  公开（公告）日：1998-11-18

  Radiation- or thermally-initiated cationically-curable styrene oxides of the structure are suitable for use in cationically curable adhesive and coating compositions.

  结构的辐射或热引发阳离子固化苯乙烯氧化物 适用于阳离子固化粘合剂和涂料组合物。
• Reactive radiation- or thermally-initiated cationically-curable epoxide monomers and compositions made from those monomers
  申请人：National Starch and Chemical Investment Holding Corporation

  公开号：EP0878471A1

  公开（公告）日：1998-11-18

  Radiation- or thermally-initiated cationically-curable styrene oxides of the structure are suitable for use in cationically curable adhesive and coating compositions.

  辐射或热引发的阳离子固化苯乙烯氧化物结构适用于阳离子固化粘合剂和涂料组合物。