4,6,8-nonatriyn-1-ol | 90560-09-1

• 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: 4,6,8-nonatriyn-1-ol
• 英文别名: nona-4,6,8-triyn-1-ol；Nonatriin-(4.6.8)-ol-(1)；Nona-4.6.8-triin-1-ol；Nona-4,6,8-triyn-1-ol
• CAS: 90560-09-1
• 化学式: C₉H₈O
• 分子量: 132.162
• InChiKey: NTHWDUBPAAURME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,6,8-nonatriyn-1-ol 、 苄基叠氮 在 水 、 copper(II) sulfate 、 维生素 C 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以123 mg的产率得到7-(1-benzyl-1H-[1,2,3]triazol-4-yl)-hepta-4,6-diyn-1-ol
  参考文献：
  名称：

  Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide

  摘要：

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.

  DOI：

  10.1021/ol062522a
• 作为产物：
  描述：

  4-戊炔-1-醇 生成 4,6,8-nonatriyn-1-ol
  参考文献：
  名称：

  Bohlmann,F. et al., Chemische Berichte, 1964, vol. 97, p. 2586 - 2597

  摘要：

  DOI：

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).
• Bendz, Arkiv foer Kemi, 1959, vol. 14, p. 475,479
  作者：Bendz

  DOI：——

  日期：——
• Bohlmann,F. et al., Chemische Berichte, 1961, vol. 94, p. 948 - 957
  作者：Bohlmann,F. et al.

  DOI：——

  日期：——
• Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide
  作者：Thanh Luu、Robert McDonald、Rik R. Tykwinski

  DOI：10.1021/ol062522a

  日期：2006.12.1

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.