ethyl 4-bromo-2,2-dimethyl-3-oxohexanoate | 651726-02-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: ethyl 4-bromo-2,2-dimethyl-3-oxohexanoate
• 英文别名: Ethyl 4-bromo-2,2-dimethyl-3-oxohexanoate
• CAS: 651726-02-2
• 化学式: C₁₀H₁₇BrO₃
• 分子量: 265.147
• InChiKey: BZVWXVRKIJAFAP-UHFFFAOYSA-N

物化性质

• 沸点：
  284.0±15.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-bromo-2,2-dimethyl-3-oxohexanoate 在 溴 、 锌 作用下， 以 四氯化碳 、 乙醚 、 乙酸乙酯 为溶剂， 生成 5-bromo-3,3-dimethyl-6-phenyl-5-ethyl-2,3,5,6-tetrahydropyran-2,4-dione
  参考文献：
  名称：

  摘要：

  Zinc enolates formed from ethyl 4-bromo-2,2,4-trimethyl-3-oxopentanoate react under the conditions of one- of two-stage synthesis with aliphatic, unsaturated, or aromatic aldehydes to form 6-R-2,2,4,4-tetramethyl-2,3,5,6-tetrahydropyran-2,4-diones. Zinc enolates obtained from ethyl 4-bromo-2,2-dimethyl-3-oxopentanoate, -hexanoate, and -2,2,5-trimethyl-3-oxohexanoate under the similar conditions react with aliphatic or aromatic aldehydes to give mainly 5-R-1-6-R-2-3,3-dimethyl-2,3,5,6-tetrahydropyran-2,4-diones as E or Z isomers or their mixtures. Zinc enolates generated from the ethyl 4-bromo-2,2-diethyl- or 2-benzyl-2-ethyl-3-oxobutanoates react with aromatic aldehydes to give ethyl 5-R-2-R-2-ethyl-3-oxo-4-pentenoates as E isomers.

  DOI：

  10.1023/a:1025600905960

文献信息

• ——
  作者：V. V. Shchepin、Yu. Kh. Sazhneva、D. N. Litvinov

  DOI：10.1023/a:1025600905960

  日期：——

  Zinc enolates formed from ethyl 4-bromo-2,2,4-trimethyl-3-oxopentanoate react under the conditions of one- of two-stage synthesis with aliphatic, unsaturated, or aromatic aldehydes to form 6-R-2,2,4,4-tetramethyl-2,3,5,6-tetrahydropyran-2,4-diones. Zinc enolates obtained from ethyl 4-bromo-2,2-dimethyl-3-oxopentanoate, -hexanoate, and -2,2,5-trimethyl-3-oxohexanoate under the similar conditions react with aliphatic or aromatic aldehydes to give mainly 5-R-1-6-R-2-3,3-dimethyl-2,3,5,6-tetrahydropyran-2,4-diones as E or Z isomers or their mixtures. Zinc enolates generated from the ethyl 4-bromo-2,2-diethyl- or 2-benzyl-2-ethyl-3-oxobutanoates react with aromatic aldehydes to give ethyl 5-R-2-R-2-ethyl-3-oxo-4-pentenoates as E isomers.