5-cyclohexyl-3-methoxypent-4-ynal | 574730-48-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-cyclohexyl-3-methoxypent-4-ynal
• CAS: 574730-48-6
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: SCBLDHRQIYROFM-UHFFFAOYSA-N

物化性质

• 沸点：
  312.9±30.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-cyclohexyl-3-methoxypent-4-ynal 在 [Rh(nbd)((S)-Tol-BINAP)]BF₄ 、 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 44.0h， 以20%的产率得到(S)-2-cyclohexylmethylene-3-methoxycyclobutanone
  参考文献：
  名称：

  Parallel Kinetic Resolution of 4-Alkynals Catalyzed by Rh(I)/Tol-BINAP:  Synthesis of Enantioenriched Cyclobutanones and Cyclopentenones

  摘要：

  A Rh(I)/(R)-Tol-BINAP catalyst reacts with a racemic mixture of 4-alkynals to selectively furnish a cyclobutanone from the (R)-substrate and a cyclopentenone from the (S)-substrate. This method is noteworthy from several standpoints, including the scarcity of parallel kinetic resolutions (especially those that are catalyzed or that involve carbon-carbon bond formation) and the dearth of catalytic processes that generate enantioenriched cyclobutanones.

  DOI：

  10.1021/ja035489l
• 作为产物：
  描述：

  (3,5,5-Trimethoxy-pent-1-ynyl)-cyclohexane 在 溶剂黄146 作用下， 反应 1.0h， 生成 5-cyclohexyl-3-methoxypent-4-ynal
  参考文献：
  名称：

  Parallel Kinetic Resolution of 4-Alkynals Catalyzed by Rh(I)/Tol-BINAP:  Synthesis of Enantioenriched Cyclobutanones and Cyclopentenones

  摘要：

  A Rh(I)/(R)-Tol-BINAP catalyst reacts with a racemic mixture of 4-alkynals to selectively furnish a cyclobutanone from the (R)-substrate and a cyclopentenone from the (S)-substrate. This method is noteworthy from several standpoints, including the scarcity of parallel kinetic resolutions (especially those that are catalyzed or that involve carbon-carbon bond formation) and the dearth of catalytic processes that generate enantioenriched cyclobutanones.

  DOI：

  10.1021/ja035489l