(4Z)-7-(methoxymethoxy)-4,7-octadiene-1-ol | 180624-69-5

• 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: (4Z)-7-(methoxymethoxy)-4,7-octadiene-1-ol
• 英文别名: (4Z)-7-(methoxymethoxy)octa-4,7-dien-1-ol
• CAS: 180624-69-5
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: ADOPTPWRQCAMSX-HYXAFXHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  (4Z)-7-(methoxymethoxy)-4,7-octadiene-1-ol 在 bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以18%的产率得到2-(iodomethyl)-2-[(methoxymethyl)oxy]-4-oxocene
  参考文献：
  名称：

  Preparation of Oxepanes, Oxepenes, and Oxocanes by Iodoetherification using Bis(sym-collidine)iodine(I) Hexafluorophosphate as Electrophile

  摘要：

  Oxepanes have been obtained in good yields (40-95%) by iodoetherification of unsaturated alcohols using bis(sym-collidine)iodine(I) hexafluorophosphate (1) as electrophile, either by 7-exo-mode or 7-endo-mode cyclizations. 4-Oxepenes could also be formed from 4,6-heptadien-1-ols; the presence of a substituent on the carbon 6 appeared necessary, while for steric reasons the presence of a substituent on the carbon 7 was unfavorable. Oxocanes could be obtained in moderate yields (18-27%).

  DOI：

  10.1021/jo960506t
• 作为产物：
  描述：

  2-(氯甲基)-3,5-二氧杂-1-己烯 在 Lindlar's catalyst 、 copper(l) chloride 四丁基氯化铵 、 氢气 、 potassium carbonate 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 (4Z)-7-(methoxymethoxy)-4,7-octadiene-1-ol
  参考文献：
  名称：

  Preparation of Oxepanes, Oxepenes, and Oxocanes by Iodoetherification using Bis(sym-collidine)iodine(I) Hexafluorophosphate as Electrophile

  摘要：

  Oxepanes have been obtained in good yields (40-95%) by iodoetherification of unsaturated alcohols using bis(sym-collidine)iodine(I) hexafluorophosphate (1) as electrophile, either by 7-exo-mode or 7-endo-mode cyclizations. 4-Oxepenes could also be formed from 4,6-heptadien-1-ols; the presence of a substituent on the carbon 6 appeared necessary, while for steric reasons the presence of a substituent on the carbon 7 was unfavorable. Oxocanes could be obtained in moderate yields (18-27%).

  DOI：

  10.1021/jo960506t

文献信息

• Preparation of Oxepanes, Oxepenes, and Oxocanes by Iodoetherification using Bis(<i>sym</i>-collidine)iodine(I) Hexafluorophosphate as Electrophile
  作者：Yves Brunel、Gérard Rousseau

  DOI：10.1021/jo960506t

  日期：1996.1.1

  Oxepanes have been obtained in good yields (40-95%) by iodoetherification of unsaturated alcohols using bis(sym-collidine)iodine(I) hexafluorophosphate (1) as electrophile, either by 7-exo-mode or 7-endo-mode cyclizations. 4-Oxepenes could also be formed from 4,6-heptadien-1-ols; the presence of a substituent on the carbon 6 appeared necessary, while for steric reasons the presence of a substituent on the carbon 7 was unfavorable. Oxocanes could be obtained in moderate yields (18-27%).