2,3-epoxy-1-(p-tolyl)-1-propanone | 920299-98-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-epoxy-1-(p-tolyl)-1-propanone
• 英文别名: oxiran-2-yl(p-tolyl)methanone；(4-Methylphenyl)(oxiran-2-yl)methanone；(4-methylphenyl)-(oxiran-2-yl)methanone
• CAS: 920299-98-5
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: BQTHNJWPHUHIRO-UHFFFAOYSA-N

物化性质

• 沸点：
  280.0±33.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-epoxy-1-(p-tolyl)-1-propanone 、 2-苯基-1-氮丙啶胺 在 溶剂黄146 作用下， 以 苯 为溶剂， 以54%的产率得到N-(oxiran-2-yl(p-tolyl)methylene)-2-phenylaziridin-1-amine
  参考文献：
  名称：

  Direct Access to Tetrahydro[1,2]diazepinones from α,β-Epoxy-N-aziridinylimines via Anionic Rearrangement

  摘要：

  A novel one-step synthetic approach to tetrahydro[1,2]diazepinones via base-promoted rearrangement of alpha,beta-epoxy-N-aziridinylimines, derived from alpha,beta-epoxyketones and N-aminoaziridines, has been developed.

  DOI：

  10.1021/ol400070j

文献信息

• Copper-Catalyzed Rearrangement of Vinyl Oxiranes
  作者：Lindsay A. Batory、Christine E. McInnis、Jon T. Njardarson

  DOI：10.1021/ja067073o

  日期：2006.12.1

  A novel copper-catalyzed vinyl oxirane ring expansion protocol has been developed. A wide range of vinyl oxiranes can be rearranged to 2,5-dihydrofurans in excellent yields in the presence of electrophilic copper(II) acetylacetonate catalysts. Regioisomeric vinyl oxiranes can be converted to a single dihydrofuran product using these conditions. This method uses low catalyst loadings (0.5-5 mol %), has good tolerance of substitution patterns, and can be done in the absence of solvent.
• US7803823B2
  申请人：——

  公开号：US7803823B2

  公开（公告）日：2010-09-28
• Direct Access to Tetrahydro[1,2]diazepinones from α,β-Epoxy-<i>N</i>-aziridinylimines via Anionic Rearrangement
  作者：Fufang Wu、Min Dong、Fang Fang、Yingxia Sang、Yun Li、Bin Cheng、Lihe Zhang、Hongbin Zhai

  DOI：10.1021/ol400070j

  日期：2013.2.15

  A novel one-step synthetic approach to tetrahydro[1,2]diazepinones via base-promoted rearrangement of alpha,beta-epoxy-N-aziridinylimines, derived from alpha,beta-epoxyketones and N-aminoaziridines, has been developed.