(Z)-11-hydroxyundec-2-enal

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-11-hydroxyundec-2-enal
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.27
• InChiKey: PJSCVXLACFPOHJ-VURMDHGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  10-十一烯-1-醇 在 potassium carbonate 、 N-甲基吗啉氧化物 、 三氟乙酸酐 作用下， 以 乙腈 为溶剂， 反应 16.25h， 生成 (E)-11-hydroxyundec-2-enal 、 (Z)-11-hydroxyundec-2-enal
  参考文献：
  名称：

  SYNTHESIS OF α,β-UNSATURATED CARBONYLS FROM ALKENES VIA SULFONIUM INTERMEDIATES AND THEIR APPLICATION IN THE SYNTHESIS OF CONJUGATED DIENE PHEROMONES, KAIROMONES, AND RELATED COMPOUNDS

  摘要：

  α,β-Unsaturated aldehydes are useful products as such in agrochemistry, but also potential intermediates for the preparation of important insect pheromones and kairomones. Until now, primarily the thermodynamically more stable (E)-α,β-unsaturated aldehydes have been identified as useful intermediates in the production of conjugated diene pheromone compounds, however, their practical and cost-effective synthesis on an industrial scale remains challenging. The problem to be solved by the present invention is to provide a method for selective oxidation of alkenes to α,β-unsaturated carbonyls which can be further transformed into pheromones and kairomones preferably without isolation and significant loss of the existing stereochemical purity.

  公开号：

  WO2024105421A1