cyclohexene-4--carboxaldehyde | 56454-09-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclohexene-4--carboxaldehyde
• 英文别名: Deuterio-3-cyclohexencarboxyaldehyd
• CAS: 56454-09-2
• 化学式: C₇H₁₀O
• 分子量: 111.148
• InChiKey: DCFDVJPDXYGCOK-RAMDWTOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  8.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  cyclohexene-4--carboxaldehyde 、 亚甲基三苯基膦烷 生成 4-(1--ethenyl)cyclohexene
  参考文献：
  名称：

  Charge distribution between formally identical fragments: The retro Diels-Alder cleavage

  摘要：

  AbstractThe electron impact induced retro Diels‐Alder cleavage of 4‐vinylcyclohexene, 1,4‐dimethyl‐4‐vinylcyclo‐hexene, limonene, dicyclopentadiene and dicyclohexadiene has been investigated using deuterium labelled analogues. With limonene, dicylopentadiene and dicyclohexadiene the charged diene fragments are produced with the same probability from both subunits of the molecular ion. With 4‐vinylcyclohexene and 1,4‐dimethyl‐4‐vinylcyclohexene, diene fragments containing the former vinyl group are charged preferentially. This small asymmetry of charge distribution was found to be independent of the ionizing energy. A new, qualitative rationalization is suggested to account for the unsymmetrical charge distribution in 4‐vinylcyclohexene and 1,4‐dimethyl‐4‐vinylcyclohexene. Metastable spectra and hydrogen scrambling are discussed.

  DOI：

  10.1002/oms.1210150104
• 作为产物：
  描述：

  3-环己烯-1-羧酸乙酯 在 lithium aluminium deuteride 、 pyridinium chlorochromate 作用下， 生成 cyclohexene-4--carboxaldehyde
  参考文献：
  名称：

  Charge distribution between formally identical fragments: The retro Diels-Alder cleavage

  摘要：

  AbstractThe electron impact induced retro Diels‐Alder cleavage of 4‐vinylcyclohexene, 1,4‐dimethyl‐4‐vinylcyclo‐hexene, limonene, dicyclopentadiene and dicyclohexadiene has been investigated using deuterium labelled analogues. With limonene, dicylopentadiene and dicyclohexadiene the charged diene fragments are produced with the same probability from both subunits of the molecular ion. With 4‐vinylcyclohexene and 1,4‐dimethyl‐4‐vinylcyclohexene, diene fragments containing the former vinyl group are charged preferentially. This small asymmetry of charge distribution was found to be independent of the ionizing energy. A new, qualitative rationalization is suggested to account for the unsymmetrical charge distribution in 4‐vinylcyclohexene and 1,4‐dimethyl‐4‐vinylcyclohexene. Metastable spectra and hydrogen scrambling are discussed.

  DOI：

  10.1002/oms.1210150104

文献信息

• Palladium dichloride complex of 4-vinylcyclohexene
  作者：W. Todd Wipke、G. L. Goeke

  DOI：10.1021/jo00910a018

  日期：1975.10