2-Bromo-4-methyl-2-cyclohexen-1-one | 146355-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Bromo-4-methyl-2-cyclohexen-1-one
• 英文别名: 2-Bromo-4-methylcyclohex-2-en-1-one
• CAS: 146355-31-9
• 化学式: C₇H₉BrO
• 分子量: 189.052
• InChiKey: WDPFDCGIJSNSFG-UHFFFAOYSA-N

物化性质

• 沸点：
  241.0±39.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙烯基溴化镁 、 2-Bromo-4-methyl-2-cyclohexen-1-one 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以84%的产率得到2-Bromo-4-methyl-1-vinyl-2-cyclohexen-1-ol
  参考文献：
  名称：

  The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids

  摘要：

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.

  DOI：

  10.1021/jo00098a017
• 作为产物：
  描述：

  4-methyl-2-cyclohexenone 在 溴 、 三乙胺 作用下， 以 四氯化碳 为溶剂， 以64%的产率得到2-Bromo-4-methyl-2-cyclohexen-1-one
  参考文献：
  名称：

  A stereoselective diene-transmissive [4 + 2]-cycloaddition strategy for the construction of the tetracyclic quassinoid framework

  摘要：

  The tetracyclic quassinoid framework was stereoselectively constructed using a diene-transmissive Diels-Alder reaction between the cyclic formyl-diene 13 and ethyl vinyl ether.

  DOI：

  10.1021/jo00056a008

文献信息

• A stereoselective diene-transmissive [4 + 2]-cycloaddition strategy for the construction of the tetracyclic quassinoid framework
  作者：Claude Spino、Gang Liu

  DOI：10.1021/jo00056a008

  日期：1993.2

  The tetracyclic quassinoid framework was stereoselectively constructed using a diene-transmissive Diels-Alder reaction between the cyclic formyl-diene 13 and ethyl vinyl ether.
• The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids
  作者：Claude Spino、Gang Liu、Noah Tu、Suzanne Girard

  DOI：10.1021/jo00098a017

  日期：1994.9

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.