2-methylene-1,4-butanediol oxide | 156092-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 2-methylene-1,4-butanediol oxide
• 英文别名: 2-[2-(Hydroxymethyl)oxiran-2-yl]ethanol
• CAS: 156092-62-5
• 化学式: C₅H₁₀O₃
• 分子量: 118.133
• InChiKey: PRGNCRUKQGSGRZ-UHFFFAOYSA-N

物化性质

• 沸点：
  233.9±5.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  53
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methylene-1,4-butanediol oxide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-methylbutane-1,2,4-triol
  参考文献：
  名称：

  Regio- and enantioselectivity of Pseudomonas cepacia lipase in the transesterification of 2-substituted-1,4-butanediols

  摘要：

  The transesterification of 2-substituted-1,4-butanediols 1a, 2a and 3a with vinyl acetate catalyzed by the Pseudomonas cepacia lipase in organic solvents affords preferentially the 1-acetate, the highest regioselectivity having been found for the epoxydiol 3a, which is enantioselectively resolved [86% ee for the unreacted (S)-(-)-3a].

  DOI：

  10.1016/0957-4166(94)80031-6
• 作为产物：
  描述：

  2-methylenebutane-1,4-diol 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 作用下， 以 苯 为溶剂， 反应 18.0h， 以55%的产率得到2-methylene-1,4-butanediol oxide
  参考文献：
  名称：

  Regio- and enantioselectivity of Pseudomonas cepacia lipase in the transesterification of 2-substituted-1,4-butanediols

  摘要：

  The transesterification of 2-substituted-1,4-butanediols 1a, 2a and 3a with vinyl acetate catalyzed by the Pseudomonas cepacia lipase in organic solvents affords preferentially the 1-acetate, the highest regioselectivity having been found for the epoxydiol 3a, which is enantioselectively resolved [86% ee for the unreacted (S)-(-)-3a].

  DOI：

  10.1016/0957-4166(94)80031-6

文献信息

• Regio- and enantioselectivity of Pseudomonas cepacia lipase in the transesterification of 2-substituted-1,4-butanediols
  作者：Patrizia Ferraboschi、Paride Grisenti、Ada Manzocchi、Enzo Santaniello

  DOI：10.1016/0957-4166(94)80031-6

  日期：1994.4

  The transesterification of 2-substituted-1,4-butanediols 1a, 2a and 3a with vinyl acetate catalyzed by the Pseudomonas cepacia lipase in organic solvents affords preferentially the 1-acetate, the highest regioselectivity having been found for the epoxydiol 3a, which is enantioselectively resolved [86% ee for the unreacted (S)-(-)-3a].