9-(ethoxycarbonyl)-9-(3-(ethoxycarbonyl)propyl)fluorene | 144018-43-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(ethoxycarbonyl)-9-(3-(ethoxycarbonyl)propyl)fluorene
• 英文别名: ethyl 9-(4-ethoxy-4-oxobutyl)fluorene-9-carboxylate
• CAS: 144018-43-9
• 化学式: C₂₂H₂₄O₄
• 分子量: 352.43
• InChiKey: WYDPWCYANIZRNM-UHFFFAOYSA-N

物化性质

• 沸点：
  463.3±38.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  9-(ethoxycarbonyl)-9-(3-(ethoxycarbonyl)propyl)fluorene 在 sodium ethanolate 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以66%的产率得到
  参考文献：
  名称：

  Orbital distortion arising from remote substituents. Nitration, reduction, and epoxidation of fluorenes bearing a carbonyl or an olefin group in spiro geometry

  摘要：

  Nitration of spiro[cyclopentane-1,9'-fluoren]-2-one with acetyl nitrate predominantly gave the 4-nitro derivative. In the reduction of substituted spiro[cyclopentane-1,9-fluoren]-2-ones, the anti alcohols were favored in all cases. In the epoxidation of substituted spiro[cyclopent-2-ene-1,9'-fluorenes], the syn epoxides were favored. These distributions of the products can be interpreted in terms of orbital perturbations arising from interactions of the pi orbitals of the aromatic and the carbonyl moieties or of the pi orbitals of the aromatic and the olefin moieties, i.e., orbital mixing perturbation of the aromatic pi orbitals through the pi orbital of the bisected carbonyl (or olefin) group and the reciprocal perturbation of the pi orbital of the carbonyl (or olefin) group arising from the orthogonal pi aromatic orbitals.

  DOI：

  10.1021/ja00049a012
• 作为产物：
  描述：

  9-芴甲酸 在 硫酸 、 sodium hydride 作用下， 反应 10.17h， 生成 9-(ethoxycarbonyl)-9-(3-(ethoxycarbonyl)propyl)fluorene
  参考文献：
  名称：

  Orbital distortion arising from remote substituents. Nitration, reduction, and epoxidation of fluorenes bearing a carbonyl or an olefin group in spiro geometry

  摘要：

  Nitration of spiro[cyclopentane-1,9'-fluoren]-2-one with acetyl nitrate predominantly gave the 4-nitro derivative. In the reduction of substituted spiro[cyclopentane-1,9-fluoren]-2-ones, the anti alcohols were favored in all cases. In the epoxidation of substituted spiro[cyclopent-2-ene-1,9'-fluorenes], the syn epoxides were favored. These distributions of the products can be interpreted in terms of orbital perturbations arising from interactions of the pi orbitals of the aromatic and the carbonyl moieties or of the pi orbitals of the aromatic and the olefin moieties, i.e., orbital mixing perturbation of the aromatic pi orbitals through the pi orbital of the bisected carbonyl (or olefin) group and the reciprocal perturbation of the pi orbital of the carbonyl (or olefin) group arising from the orthogonal pi aromatic orbitals.

  DOI：

  10.1021/ja00049a012