(E)-3-methyl-2-octen-1,6-diol 1-tetrahydropyranyl ether | 458565-91-8

• 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: (E)-3-methyl-2-octen-1,6-diol 1-tetrahydropyranyl ether
• 英文别名: (E)-6-methyl-8-(oxan-2-yloxy)oct-6-en-3-ol
• CAS: 458565-91-8
• 化学式: C₁₄H₂₆O₃
• 分子量: 242.359
• InChiKey: ZAZBSEMZJPBHEB-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-methyl-2-octen-1,6-diol 1-tetrahydropyranyl ether 在 重铬酸吡啶 、 三氟乙酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 (E)-8-hydroxy-6-methyl-6-octen-3-one tetrahydropyranyl ether
  参考文献：
  名称：

  Identification and Electrophysiological Activity of a Novel Hydroxy Ketone Emitted by Male Cereal Leaf Beetles

  摘要：

  Comparisons of collections of volatiles from male and female Oulema melanopus, feeding on host foliage (oats), revealed an electrophysiologically active male specific compound (E) 8 hydroxy 6 methyl 6 octen 3 one (7), which is a new natural product The structure of 7 was elucidated by spectroscopic and microchemical studies and confirmed by chemical synthesis Antennal electrophysiology showed the sensitive detection of 7 by both sexes, which is consistent with a male produced aggregation pheromone.

  DOI：

  10.1021/np020063q
• 作为产物：
  描述：

  2,3-epoxy-2,6-dimethyl-8-tetrahydropyranyloxy-6(E)-octene 在 高碘酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 (E)-3-methyl-2-octen-1,6-diol 1-tetrahydropyranyl ether
  参考文献：
  名称：

  Identification and Electrophysiological Activity of a Novel Hydroxy Ketone Emitted by Male Cereal Leaf Beetles

  摘要：

  Comparisons of collections of volatiles from male and female Oulema melanopus, feeding on host foliage (oats), revealed an electrophysiologically active male specific compound (E) 8 hydroxy 6 methyl 6 octen 3 one (7), which is a new natural product The structure of 7 was elucidated by spectroscopic and microchemical studies and confirmed by chemical synthesis Antennal electrophysiology showed the sensitive detection of 7 by both sexes, which is consistent with a male produced aggregation pheromone.

  DOI：

  10.1021/np020063q