10,10-dimethyl-9-trimethylsilyloxy-9,10-dihydrophenanthrene-9-carbonitrile | 1329159-41-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 10,10-dimethyl-9-trimethylsilyloxy-9,10-dihydrophenanthrene-9-carbonitrile
• 英文别名: 10,10-dimethyl-9-trimethylsiloxy-9,10-dihydrophenanthrene-9-carbonitrile；10,10-Dimethyl-9-trimethylsiloxy-9,10-dihydro-phenanthrene-9-carbonitrile；10,10-dimethyl-9-trimethylsilyloxyphenanthrene-9-carbonitrile
• CAS: 1329159-41-2
• 化学式: C₂₀H₂₃NOSi
• 分子量: 321.494
• InChiKey: HDIZRXWDTUDXCS-UHFFFAOYSA-N

物化性质

• 沸点：
  418.6±45.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10,10-dimethyl-9-trimethylsilyloxy-9,10-dihydrophenanthrene-9-carbonitrile 在 氯氟磺酰 、 氟磺酸 作用下， 以 二氯甲烷-D2 为溶剂， 生成 9-cyano-9,10-dimethylphenanthren-10-ylium
  参考文献：
  名称：

  Long-lived 9-cyano-9,10-dimethylphenanthrenyl cation. Migration of cyano group in carbocations

  摘要：

  Long-lived 9-cyano-9,10-dimethylphenanthrenyl cation was generated in superacidic medium, and its structure was determined by (1)H and (13)C NMR spectroscopy. The energy barrier to 1,2-shift of the cyano group in 9-cyano-9,10-dimethylphenanthrenyl cation was estimated by NMR and DFT calculations.

  DOI：

  10.1134/s107042801107013x
• 作为产物：
  描述：

  三甲基氰硅烷 、 10,10-二甲基菲-9-酮 在 tetraethylammonium 2-(carbamoyl)benzoate 作用下， 以93%的产率得到10,10-dimethyl-9-trimethylsilyloxy-9,10-dihydrophenanthrene-9-carbonitrile
  参考文献：
  名称：

  Long-lived 9-cyano-9,10-dimethylphenanthrenyl cation. Migration of cyano group in carbocations

  摘要：

  Long-lived 9-cyano-9,10-dimethylphenanthrenyl cation was generated in superacidic medium, and its structure was determined by (1)H and (13)C NMR spectroscopy. The energy barrier to 1,2-shift of the cyano group in 9-cyano-9,10-dimethylphenanthrenyl cation was estimated by NMR and DFT calculations.

  DOI：

  10.1134/s107042801107013x

文献信息

• Reaction of 10,10-dimethyl-9-trimethylsiloxy-9,10-dihydrophenanthrene-9-carbonitrile with acids
  作者：V. A. Bushmelev、A. M. Genaev、G. E. Sal’nikov、V. G. Shubin

  DOI：10.1134/s1070428011070141

  日期：2011.7

  The behavior of 10,10-dimethyl-9-trimethylsiloxy-9,10-dihydrophenanthrene-9-carbonitrile in trifluoromethanesulfonic acid and acid systems CF(3)SO(3)H-CD(2)Cl(2), HSO(3)F-SO(2)ClF-CD(2)Cl(3), and CF(3)COOH-CD(2)Cl(2) were studied by NMR spectroscopy. Principal reaction schemes were determined; the first step in these schemes is protonation of the initial compound at the oxygen or nitrogen atom.