7-hydroxy-2-cyclohepten-1-one | 97997-34-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-hydroxy-2-cyclohepten-1-one
• 英文别名: 2-hydroxy-6-cycloheptenone；7-Hydroxycyclohept-2-en-1-one
• CAS: 97997-34-7
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: CNYTUZWKNAWPJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-hydroxy-2-cyclohepten-1-one 在 sodium periodate 作用下， 以 水 为溶剂， 反应 12.0h， 以60%的产率得到(2Z)-7-oxo-2-heptenoic acid
  参考文献：
  名称：

  Cleavage of unsaturated .alpha.-ketols to .omega.-oxo-.alpha.,.beta.-unsaturated acids

  摘要：

  Sodium periodate is a better reagent than sodium bismuthate, manganese dioxide, or lead tetraacetate for the cleavage of unsaturated alpha-ketols and affords omega-oxo-alpha,beta-unsaturated acids in good yield. The combination of this cleavage reaction and a rhodium(I)-mediated decarbonylation of omega-oxo-alpha,beta-unsaturated esters derived from polycyclic systems provided an enantioselective synthesis of cyclic systems bearing contiguous quaternary centers where one of the centers possessed gem-dimethyl groups.

  DOI：

  10.1021/jo00060a040
• 作为产物：
  描述：

  2-环庚烯-1-酮 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 反应 17.0h， 生成 7-hydroxy-2-cyclohepten-1-one
  参考文献：
  名称：

  Cleavage of unsaturated .alpha.-ketols to .omega.-oxo-.alpha.,.beta.-unsaturated acids

  摘要：

  Sodium periodate is a better reagent than sodium bismuthate, manganese dioxide, or lead tetraacetate for the cleavage of unsaturated alpha-ketols and affords omega-oxo-alpha,beta-unsaturated acids in good yield. The combination of this cleavage reaction and a rhodium(I)-mediated decarbonylation of omega-oxo-alpha,beta-unsaturated esters derived from polycyclic systems provided an enantioselective synthesis of cyclic systems bearing contiguous quaternary centers where one of the centers possessed gem-dimethyl groups.

  DOI：

  10.1021/jo00060a040

文献信息

• A general method for the preparation of .gamma.-substituted cyclohexenals and cycloheptenals
  作者：Todd K. Jones、Scott E. Denmark

  DOI：10.1021/jo00221a015

  日期：1985.10
• Floresca Rey, Kurihara Masaaki, Watt David S., Demir Ayhan, J. Org. Chem., 58 (1992) N 8, S 2196-2200
  作者：Floresca Rey, Kurihara Masaaki, Watt David S., Demir Ayhan

  DOI：——

  日期：——