2-[(1E)-non-1-ene-3,5,7-triynyl]furan | 2271-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-[(1E)-non-1-ene-3,5,7-triynyl]furan
• 英文别名: 2-non-1-ene-3,5,7-triynylfuran；2--furan；1--(1)-triin-(3,5,7)；2-(Non-1-en-3,5,7-triinyl)-furan；2-[(E)-non-1-en-3,5,7-triynyl]furan
• CAS: 2271-27-4
• 化学式: C₁₃H₈O
• 分子量: 180.206
• InChiKey: WCFQDNGXQCLSCK-CSKARUKUSA-N

物化性质

• 熔点：
  63-66 °C
• 沸点：
  291.5±42.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-trimethylsilyl-1,3-pentadiyne 在 四(三苯基膦)钯 N-溴代丁二酰亚胺(NBS) 、 silver fluoride 、 二异丙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 71.0h， 生成 2-[(1E)-non-1-ene-3,5,7-triynyl]furan
  参考文献：
  名称：

  Synthesis of naturally occurring polyacetylenes via a bis-silylated diyne

  摘要：

  A straightforward synthesis of a series of naturally occurring polyacetylenes has been developed, including the montiporynes A C ells, the atractylodin, with antibiotic at and C, possessing cytotoxic activity against several human solid tumor c activity against Escherichia coli, and triynes, which display insecticidal activities, starting from the readily available 1,4-bis(trimethylsilyl)-1,3-butadiyne. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.043

文献信息

• Synthesis of Naturally Occurring Acetylenes via an Alkylidene Carbenoid Rearrangement
  作者：Annabelle L. K. Shi Shun、Rik R. Tykwinski

  DOI：10.1021/jo034734g

  日期：2003.8.1

  Naturally occurring mosquito larvicidal acetylenes 1 and 2, and analogues 3 and 4, each containing either a 1,3-butadiynyl or a 1,3,5-hexatriynyl moiety, are synthesized via a Fritsch-Buttenberg-Wiechell rearrangement. The alkylidene carbenoid intermediate results from lithium-halogen exchange of a suitable dibromoolefin precursor, and the rearrangement is accomplished under mild conditions. Synthesis

  通过Fritsch-Buttenberg-Wiechell重排合成了天然存在的蚊子幼虫乙炔1和2，以及类似物3和4，它们各自包含1，3-丁二炔基或1，3，5-己三炔基。亚烷基类胡萝卜素中间体由合适的二溴烯烃前体的锂-卤素交换产生，并且重排在温和的条件下完成。由商业上可得的羧酸或醛的三步合成很容易地将二溴代烯烃前体合成为乙炔1-4，这使该方法成为合成天然乙炔的常规方法的可行替代方法。
• Synthesis of naturally occurring polyacetylenes via a bis-silylated diyne
  作者：Vito Fiandanese、Daniela Bottalico、Giuseppe Marchese、Angela Punzi

  DOI：10.1016/j.tet.2006.03.043

  日期：2006.5

  A straightforward synthesis of a series of naturally occurring polyacetylenes has been developed, including the montiporynes A C ells, the atractylodin, with antibiotic at and C, possessing cytotoxic activity against several human solid tumor c activity against Escherichia coli, and triynes, which display insecticidal activities, starting from the readily available 1,4-bis(trimethylsilyl)-1,3-butadiyne. (c) 2006 Elsevier Ltd. All rights reserved.