(1R,3R,5S)-7-Methylene-bicyclo[3.3.1]nonan-3-ol | 1905-15-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3R,5S)-7-Methylene-bicyclo[3.3.1]nonan-3-ol
• CAS: 1905-15-3
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: ZOEABCSXGLYIIV-ILWJIGKKSA-N

物化性质

• 熔点：
  50-55 °C
• 沸点：
  238.9±29.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (1R,3R,5S)-7-Methylene-bicyclo[3.3.1]nonan-3-ol 、 三甲基乙酰氯 在 4-二甲氨基吡啶 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-propionic acid (1R,3R,5S)-7-methylene-bicyclo[3.3.1]non-3-yl ester
  参考文献：
  名称：

  Chiral modification of adamantane

  摘要：

  Three optically active adamantane derivatives have been constructed starting from meso 7-methylidenebicyclo[3.3. I]nonan-3-one by employing two chirality induction processes, asymmetric aldolization and Sharpless asymmetric epoxidation. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00752-9
• 作为产物：
  描述：

  7-methylenebicyclo[3.3.1]nonan-3-one 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(1R,3R,5S)-7-Methylene-bicyclo[3.3.1]nonan-3-ol
  参考文献：
  名称：

  Chiral modification of adamantane

  摘要：

  Three optically active adamantane derivatives have been constructed starting from meso 7-methylidenebicyclo[3.3. I]nonan-3-one by employing two chirality induction processes, asymmetric aldolization and Sharpless asymmetric epoxidation. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00752-9

文献信息

• Adamantanes and related compounds. XII. Diazotization of endo-7-aminomethylbicyclo[3.3.1]nonan-3-ols and endo-7-aminomethylbicyclo[3.3.1]non-2-ene
  作者：Thomas A. Wnuk、John A. Tonnis、Michael J. Dolan、Stanley J. Padegimas、Peter Kovacic

  DOI：10.1021/jo00892a014

  日期：1975.2
• Radical Rearrangements for the Chemical Vapor Deposition of Diamond
  作者：Andreas M. Mueller、Peter Chen

  DOI：10.1021/jo971814+

  日期：1998.7.1

  A combination of chemical trapping and computations is used to determine the activation parameters far the interconversion of the 3-methylenebicyclo[3.3.1]nonan-7-yl (1), (3-noradamantyl)methyl (2), and 1-adamantyl (3) radicals. The three radicals model proposed intermediate surface radical structures in the chemical vapor deposition (CVD) of diamond on its 2 x 1 reconstructed [100] surface. The study finds that relatively low-level calculations previously applied to the problem of diamond growth are reliable, at least qualitatively.