9-methyl-9-cyclohexylfluorene | 82571-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-methyl-9-cyclohexylfluorene
• 英文别名: 9-Cyclohexyl-9-methylfluorene
• CAS: 82571-47-9
• 化学式: C₂₀H₂₂
• 分子量: 262.395
• InChiKey: LSLMRJQHMXQNEF-UHFFFAOYSA-N

物化性质

• 熔点：
  171-172 °C
• 沸点：
  390.2±12.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  溴代环己烷 、 9-methylfluorene anion 以 二甲基亚砜 为溶剂， 以80%的产率得到9-methyl-9-cyclohexylfluorene
  参考文献：
  名称：

  SN2 reactions of carbanions with primary and secondary alkyl bromides in dimethyl sulfoxide solution

  摘要：

  DOI：

  10.1021/jo00140a052

文献信息

• Donor-atom effects on relative E2 rate constants for reactions of anions with cyclohexyl bromide
  作者：Frederick G. Bordwell、Susan Romberg Mrozack

  DOI：10.1021/jo00145a053

  日期：1982.11
• Photochemical Generation of 9H-Fluorenyl Radicals
  作者：Tatiana Dyblenko、Andrei Chtchemelinine、Ryan Reiter、Ruhul Q. Chowdhury、Alexander Enaya、Hanan Afifi、Rene Fournier、Gabriela Mladenova、Alfred Barry P. Lever、Edward Lee-Ruff

  DOI：10.1111/php.12225

  日期：2014.3

  AbstractA series of 9‐substituted fluorenols and 9,9′‐disubstituted‐9,9′‐bifluorenyls were irradiated to give products derived from fluorenyl radicals. Product distribution was solvent dependent. A TEMPO adduct was isolated from the photoexcitation of 9‐fluorenol. An unusual unsymmetrical 3,9′‐bifluorenyl was observed from the photolysis of 9‐trifluoromethylfluorenol and 9,9′‐di(trifluoromethyl)‐9,9′‐bifluorenyl in more polar or hydrogen‐bonding solvents. The electronic nature of 9‐substituted fluorenyl radicals was probed using theoretical calculations showing the dipolar character of species with electron‐deficient groups. These constitute the first examples of “doubly destabilized” radicals.
• BORDWELL, F. G.;MROZACK, S. R., J. ORG. CHEM., 1982, 47, N 19, 3802-3803
  作者：BORDWELL, F. G.、MROZACK, S. R.

  DOI：——

  日期：——
• BORDWELL, F. G.;MROZACK, S. R., J. ORG. CHEM., 1982, 47, N 24, 4813-4815
  作者：BORDWELL, F. G.、MROZACK, S. R.

  DOI：——

  日期：——
• SN2 reactions of carbanions with primary and secondary alkyl bromides in dimethyl sulfoxide solution
  作者：Frederick G. Bordwell、Susan Romberg Mrozack

  DOI：10.1021/jo00140a052

  日期：1982.9