4-Isopropylcyclohexanone dimethyl acetal | 18349-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Isopropylcyclohexanone dimethyl acetal
• 英文别名: 4-Isopropyl-1,1-dimethoxy-cyclohexan；1,1-dimethoxy-4-propan-2-ylcyclohexane
• CAS: 18349-18-3
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: DUEUCGMLUXEZLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲醇 、 4-异丙基环己酮 在 Ce⁽³⁺⁾-mont 作用下， 反应 0.5h， 以95%的产率得到4-Isopropylcyclohexanone dimethyl acetal
  参考文献：
  名称：

  Ce3+-Exchanged Montmorillonite (Ce3+-Mont) as a Useful Substrate-Selective Acetalization Catalyst

  摘要：

  The acetalization of carbonyl compounds with methanol was investigated in the presence of a cation-exchanged montmorillonite (M(n+)-mont; M(n+) = Ce3+, Zr4+, Fe3+, Al3+, Zn2+, Hf, and Na+). Ce3+-mont was found to be the most effective catalyst for substrate-selective acetalization. Cyclohexanones, benzaldehydes, and acid-sensitive 2-furancarboxaldehyde were converted nearly quantitatively to the corresponding acetals in methanol at 25 degrees C in the presence of Ce3+-mont. The substrates were activated by a Lewis acidic Ce3+ cation in the interlayer space on the order of 1 kJ mol(-1) as measured by FT-IR. The turnover number was estimated to be up to 2.6 x 10(3) based on the number of active acid sites in Ce3+-mont.

  DOI：

  10.1021/jo00118a021

文献信息

• Ce3+-Exchanged Montmorillonite (Ce3+-Mont) as a Useful Substrate-Selective Acetalization Catalyst
  作者：Jun-ichi Tateiwa、Hiroki Horiuchi、Sakae Uemura

  DOI：10.1021/jo00118a021

  日期：1995.6

  The acetalization of carbonyl compounds with methanol was investigated in the presence of a cation-exchanged montmorillonite (M(n+)-mont; M(n+) = Ce3+, Zr4+, Fe3+, Al3+, Zn2+, Hf, and Na+). Ce3+-mont was found to be the most effective catalyst for substrate-selective acetalization. Cyclohexanones, benzaldehydes, and acid-sensitive 2-furancarboxaldehyde were converted nearly quantitatively to the corresponding acetals in methanol at 25 degrees C in the presence of Ce3+-mont. The substrates were activated by a Lewis acidic Ce3+ cation in the interlayer space on the order of 1 kJ mol(-1) as measured by FT-IR. The turnover number was estimated to be up to 2.6 x 10(3) based on the number of active acid sites in Ce3+-mont.