6-hydroxyhex-4-ynal

• 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: 6-hydroxyhex-4-ynal
• 化学式: C₆H₈O₂
• 分子量: 112.128
• InChiKey: PJBRPKHDRHEERY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.04
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-丙炔-1-醇 、 丙烯醛 在 palladium diacetate 、 三甲基膦 作用下， 以 丙酮 为溶剂， 反应 7.0h， 以55%的产率得到6-hydroxyhex-4-ynal
  参考文献：
  名称：

  Palladium-catalyzed 1,4-addition of terminal alkynes to acrolein

  摘要：

  A Pd(OAc)(2)-PMe3 catalyzed 1,4-addition of terminal alkynes to acrolein has been developed with an environmentally conscious methodology on water. The reaction conditions were optimized to favor 1,4-addition over acrolein polymerization. The scope of the reaction was explored as well as its performance in acetone. A wide variety of 4-alkynals were obtained in moderate to good yields, thus showing the versatility of this reaction. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.087