9-(o-isopropylphenyl)-9-fluorene | 62753-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(o-isopropylphenyl)-9-fluorene
• 英文别名: 9-[2-(Propan-2-YL)phenyl]-9H-fluorene；9-(2-propan-2-ylphenyl)-9H-fluorene
• CAS: 62753-74-6
• 化学式: C₂₂H₂₀
• 分子量: 284.401
• InChiKey: CYTXCYPTEWNXBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  9-(o-isopropylphenyl)-9-fluorenol 在 亚膦酸 作用下， 以 溶剂黄146 为溶剂， 反应 2.25h， 以95%的产率得到9-(o-isopropylphenyl)-9-fluorene
  参考文献：
  名称：

  Exclusive Formation of Crystallinesp-9-(o-Isopropylphenyl)fluorene from itsapRotamer in Solution

  摘要：

  Reduction of ap-9-(o-isopropylphenyl)-9-fluorenol provided 9-(o-isopropylphenyl)fluorene shown to be the sp and ap rotamers in solution by H-1 NMR. Evaporation of the solvent yielded sharp-melting crystals identified by X-ray diffraction as sp-9-(o-isopropylphenyl) fluorene (C22H20) exclusively. A solution of these crystals redissolved in the same solvent again contained the sp and ap rotamers in the same ratio as before. The X-ray structure shows a moderately strained molecule in which the phenyl and fluorenyl rings are almost perpendicular and isopropyl-phenyl and phenyl-fluorenyl bonds are slightly distorted. While these effects do not preclude this rotamer from forming the more stable crystal lattice, they are apparently responsible for lowering its barrier of rotation sufficiently to effect the observed equilibrium in solution between it and the more strained ap rotamer.

  DOI：

  10.1107/s0108270197003739

文献信息

• Exclusive Formation of Crystalline<i>sp</i>-9-(<i>o</i>-Isopropylphenyl)fluorene from its<i>ap</i>Rotamer in Solution
  作者：C. Y. Meyers、Y. Hou、D. Scott、P. D. Robinson

  DOI：10.1107/s0108270197003739

  日期：1997.8.15

  Reduction of ap-9-(o-isopropylphenyl)-9-fluorenol provided 9-(o-isopropylphenyl)fluorene shown to be the sp and ap rotamers in solution by H-1 NMR. Evaporation of the solvent yielded sharp-melting crystals identified by X-ray diffraction as sp-9-(o-isopropylphenyl) fluorene (C22H20) exclusively. A solution of these crystals redissolved in the same solvent again contained the sp and ap rotamers in the same ratio as before. The X-ray structure shows a moderately strained molecule in which the phenyl and fluorenyl rings are almost perpendicular and isopropyl-phenyl and phenyl-fluorenyl bonds are slightly distorted. While these effects do not preclude this rotamer from forming the more stable crystal lattice, they are apparently responsible for lowering its barrier of rotation sufficiently to effect the observed equilibrium in solution between it and the more strained ap rotamer.