| 137776-65-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• CAS: 137776-65-9；137821-83-1
• 化学式: C₁₀H₉BrO₄
• 分子量: 273.083
• InChiKey: PTRKWJIIAUOZEA-DRTBCBBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 生成 methyl (5R,9S)-9-[tert-butyl(dimethyl)silyl]oxy-1-oxo-2-oxaspiro[4.5]dec-6-ene-6-carboxylate
  参考文献：
  名称：

  3-bromo-2-pyrone: an easily prepared chameleon diene and a synthetic equivalent of 2-pyrone in thermal diels-alder cycloadditions

  摘要：

  3-Bromo-2-pyrone, a stable solid prepared by a new route (eq. 1), has been found to undergo smooth and regiospecific 2+4-cycloadditions between 78-90-degrees-C with both electron-rich and electron-deficient dienophiles; subsequent high-yield reductive debrominations produced halogen-free cycloadducts thus showing 3-bromo-2-pyrone to be a practical and effective synthetic equivalent of 2-pyrone in thermal Diels-Alder cycloadditions.

  DOI：

  10.1016/s0040-4039(00)92368-2
• 作为产物：
  描述：

  2-甲烯基丁内酯 、 3-溴-2H-吡喃-2-酮 在 barium carbonate 作用下， 以 苯 为溶剂， 反应 76.5h， 以70%的产率得到
  参考文献：
  名称：

  3-bromo-2-pyrone: an easily prepared chameleon diene and a synthetic equivalent of 2-pyrone in thermal diels-alder cycloadditions

  摘要：

  3-Bromo-2-pyrone, a stable solid prepared by a new route (eq. 1), has been found to undergo smooth and regiospecific 2+4-cycloadditions between 78-90-degrees-C with both electron-rich and electron-deficient dienophiles; subsequent high-yield reductive debrominations produced halogen-free cycloadducts thus showing 3-bromo-2-pyrone to be a practical and effective synthetic equivalent of 2-pyrone in thermal Diels-Alder cycloadditions.

  DOI：

  10.1016/s0040-4039(00)92368-2