3,5,7-octatriyn-1-ol | 6071-20-1

• 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: 3,5,7-octatriyn-1-ol
• 英文别名: Octa-3,5,7-triin-1-ol；octa-3,5,7-triyn-1-ol；3,5,7-Octatriyn-1-ol
• CAS: 6071-20-1
• 化学式: C₈H₆O
• 分子量: 118.135
• InChiKey: UKLDABCYBVVGHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  8-(tert-butyldiphenylsilanyloxy)-1-triisopropylsilanyl-1,3,5-octatriyne 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 3,5,7-octatriyn-1-ol
  参考文献：
  名称：

  Synthesis and Stability of a Homologous Series of Triynol Natural Products and Their Analogues

  摘要：

  A series of polyyne natural products 1, 13, and 31 and analogues 14, 21, and 22 are synthesized in six steps. The key step is a Fritsch-Buttenberg-Wiechell rearrangement in which a triyne framework is formed from the appropriate dibromoolefin precursor. Terminal conjugated triynes 13 and 14 are obtained as highly unstable products that rapidly decompose under ambient conditions. The stability of triynols increases via either the addition of methylene units (i.e., 6 -> 31 -> 1) or addition of terminal substituents (i.e., 13 -> 21 or 31).

  DOI：

  10.1021/jo061588g

文献信息

• Natural acetylenes. Part XVIII. Some allenic polyacetylenes from basidiomycetes
  作者：R. E. Bew、J. R. Chapman、Ewart R. H. Jones、B. E. Lowe、G. Lowe

  DOI：10.1039/j39660000129

  日期：——

  The isolation, characterisation, and structure determination of ten polyacetylenes, including seven new allenic-diactylenes, from five Basidiomycete fungi (Cortinellus berkeleyanus, Odontia bicolor, Flammula sapinea, Daedalea juniperina, and the unidentified fungus B285) are described. The new allenic-diacetylenes are (a) HCC·CC·CHCCH·[CH2]n·OH (n= 1, 3, and 4); (b) HCC·CC·CHCCH·CH(OH)·[CH2]n·OH (n=

  描述了十种聚乙炔的分离，表征和结构测定，其中包括五种担子菌（Cortinellus berkeleyanus，Odontia bicolor，Flamula sapinea，Daedalea juniperina和未鉴定的真菌B285）中的十种聚乙炔，其中包括七种新的烯丙基二乙炔。新的烯丙基二乙炔为（a）HC C·C C·CH C CH·[CH 2 ] n ·OH（n = 1、3和4）；（b）HC C·C C·CH C CH·CH（OH）·[CH 2 ] n ·OH（n = 2和3）；（c）HC C·C C·CH C CH·CH 2 ·CH（OH）·CH 2 ·CH2 ·OH；（d）CH 3 ·CC·CC·CHCCH·CH 2 ·CH 2 ·OH。方便地纯化二醇（b； n = 2）和（c），并检查它们的异亚丙基衍生物。
• Synthesis and Stability of a Homologous Series of Triynol Natural Products and Their Analogues
  作者：Thanh Luu、Rik R. Tykwinski

  DOI：10.1021/jo061588g

  日期：2006.11.1

  A series of polyyne natural products 1, 13, and 31 and analogues 14, 21, and 22 are synthesized in six steps. The key step is a Fritsch-Buttenberg-Wiechell rearrangement in which a triyne framework is formed from the appropriate dibromoolefin precursor. Terminal conjugated triynes 13 and 14 are obtained as highly unstable products that rapidly decompose under ambient conditions. The stability of triynols increases via either the addition of methylene units (i.e., 6 -> 31 -> 1) or addition of terminal substituents (i.e., 13 -> 21 or 31).