4,4,9,9-tetramethyl-3,8-dioxacyclodecane-1,6-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,9,9-tetramethyl-3,8-dioxacyclodecane-1,6-dione
• 英文别名: 4,4,9,9-Tetramethyl-3,8-dioxacyclodeca-1,6-dione；5,5,10,10-tetramethyl-1,6-dioxecane-3,8-dione
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: GGHKEFSOSDDGSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4,9,9-tetramethyl-3,8-dioxabicyclo<4.4.0>dec-1(6)-ene 在 二甲基硫 、 臭氧 作用下， 生成 4,4,9,9-tetramethyl-3,8-dioxacyclodecane-1,6-dione
  参考文献：
  名称：

  Synthesis of 2,6-dioxabicyclo[3.3.0]octanes and 3,8-dioxabicyclo[4.4.0]dec-1(6)-enes by electrophilic cyclization of 3,4-dimethylene-1,6-hexanediols

  摘要：

  3,4-Dimethylene-1,6-hexane diols 2 obtained by allylboration of ketones with 2,3-dimethylene-1,4-bis(dipropylboryl)butane 1 undergo cyclization on treatment with I-2/NaHCO3 to give 1,5-cis-di(iodomethyl)-2,6-dioxabicyclo[3.3.0]octanes (4) and/or 3,8-dioxabicyclo[4.4.0]dec-1(6)-enes (5). 4,4,9,9-Tetramethyl-3,8-dioxacyclodeca-1,6-dione (9) was synthesized by ozonolysis of bicyclic compound 5b. The structure of compound 5e was confirmed by X-ray diffraction analysis.

  DOI：

  10.1007/bf00700900

文献信息

• Synthesis of 2,6-dioxabicyclo[3.3.0]octanes and 3,8-dioxabicyclo[4.4.0]dec-1(6)-enes by electrophilic cyclization of 3,4-dimethylene-1,6-hexanediols
  作者：M. E. Gurskii、S. B. Golovin、M. O. Dekaprilevich、Yu. T. Struchkov、Yu. N. Bubnov

  DOI：10.1007/bf00700900

  日期：1995.7

  3,4-Dimethylene-1,6-hexane diols 2 obtained by allylboration of ketones with 2,3-dimethylene-1,4-bis(dipropylboryl)butane 1 undergo cyclization on treatment with I-2/NaHCO3 to give 1,5-cis-di(iodomethyl)-2,6-dioxabicyclo[3.3.0]octanes (4) and/or 3,8-dioxabicyclo[4.4.0]dec-1(6)-enes (5). 4,4,9,9-Tetramethyl-3,8-dioxacyclodeca-1,6-dione (9) was synthesized by ozonolysis of bicyclic compound 5b. The structure of compound 5e was confirmed by X-ray diffraction analysis.