(1R,4R,5S)-4,6,6-trimethylbicyclo[3.1.1]heptane

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,4R,5S)-4,6,6-trimethylbicyclo[3.1.1]heptane
• 英文别名: Bicyclo[3.1.1]heptane, 2,6,6-trimethyl-, (1alpha,2beta,5alpha)-；(1S,2R,5R)-2,6,6-trimethylbicyclo[3.1.1]heptane
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: XOKSLPVRUOBDEW-HLTSFMKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1R,4R,5S)-4,6,6-trimethylbicyclo[3.1.1]heptane 、 双氧水 以37%的产率得到
  参考文献：
  名称：

  SHARMA, S. N.;SONAWANE, H. R.;DEV, SUKH, TETRAHEDRON, 1985, 41, N 12, 2483-2491

  摘要：

  DOI：
• 作为产物：
  描述：

  Pinene 在 氢气 作用下， 以 neat (no solvent) 为溶剂， 120.0 ℃ 、3.0 MPa 条件下， 反应 5.0h， 生成 (1R,4R,5S)-4,6,6-trimethylbicyclo[3.1.1]heptane
  参考文献：
  名称：

  Solvent-Free Hydrogenation of α-Pinene to cis-Pinane by Using Ru/TiO2 Nanocomposite with Strong Acid Sites

  摘要：

  Ru/TiO2 nanocomposite was prepared via loading the active ruthenium species on anatase TiO2 by a simple hydrothermal approach combined with a sol-gel method. The optimal catalyst with 5.0% of Ru species showed excellent catalytic performance in the solvent-free selective hydrogenation of alpha-pinene with the conversion of alpha-pinene and selectivity to cis-pinane of 100.0 and 97.1%, respectively. It has been verified that the superior performance depends on the large amounts of acidic sites induced by HF acid and the SMSI effect between the reducible TiO2 support and Ru species on its surface. The partial loss of its activity after five hydrogenation cycles should be due to the agglomeration of the catalyst particles and the carbon deposition on the surface. The possible hydrogenation mechanism was also discussed. This work provides an effective approach to develop a highly efficient and recyclable catalyst for the solvent-free selective hydrogenation of alpha-pinene.

  DOI：

  10.1134/s0036024419090322

文献信息

• Solvent-Free Hydrogenation of α-Pinene to cis-Pinane by Using Ru/TiO2 Nanocomposite with Strong Acid Sites
  作者：Yin Hu、Wei Chen、Mingwei Ba、Xin Xie、Weiguo Song

  DOI：10.1134/s0036024419090322

  日期：2019.9

  Ru/TiO2 nanocomposite was prepared via loading the active ruthenium species on anatase TiO2 by a simple hydrothermal approach combined with a sol-gel method. The optimal catalyst with 5.0% of Ru species showed excellent catalytic performance in the solvent-free selective hydrogenation of alpha-pinene with the conversion of alpha-pinene and selectivity to cis-pinane of 100.0 and 97.1%, respectively. It has been verified that the superior performance depends on the large amounts of acidic sites induced by HF acid and the SMSI effect between the reducible TiO2 support and Ru species on its surface. The partial loss of its activity after five hydrogenation cycles should be due to the agglomeration of the catalyst particles and the carbon deposition on the surface. The possible hydrogenation mechanism was also discussed. This work provides an effective approach to develop a highly efficient and recyclable catalyst for the solvent-free selective hydrogenation of alpha-pinene.
• SHARMA, S. N.;SONAWANE, H. R.;DEV, SUKH, TETRAHEDRON, 1985, 41, N 12, 2483-2491
  作者：SHARMA, S. N.、SONAWANE, H. R.、DEV, SUKH

  DOI：——

  日期：——