1,8,9,11,12-pentabromoheptadecane | 160030-69-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1,8,9,11,12-pentabromoheptadecane
• CAS: 160030-69-3
• 化学式: C₁₇H₃₁Br₅
• 分子量: 634.953
• InChiKey: WWTVMBNVFMKXFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,8,9,11,12-pentabromoheptadecane 在 锌 、 苯 作用下， 生成 (Z,Z)-heptadeca-8,11-dien-1-yl bromide
  参考文献：
  名称：

  Unsaturated Fatty Acids. III. Preparation of 1-C¹⁴-Linoleic Acid¹

  摘要：

  DOI：

  10.1021/ja01648a062
• 作为产物：
  描述：

  (Z,Z)-9,12-十八烷二烯酸二聚物 在 溴 、 mercury(II) oxide 作用下， 以 四氯化碳 、 乙醚 为溶剂， 反应 2.67h， 生成 1,8,9,11,12-pentabromoheptadecane
  参考文献：
  名称：

  摘要：

  Several insecticidal compounds have been identified by bioassay-driven fractionation of avocado, Persea americana Mill, idioblast cell oil. A flash chromatography fraction of the oil showed substantial toxicity to early instars of the generalist insect herbivore, Spodoptera exigua (Hubner) (100% mortality after seven days). Following further fractionation, five biologically active compounds, 2-(pentadecyl)furan, 2-(heptadecyl)furan, 2-(1E-penta-decenyl)furan, 2-(8Z,11Z-heptadecadienyl)furan, and the triglyceride triolein, were identified. Several minor components were also tentatively identified, including 2-(1Z-pentadecenyl)furan, 2-(1E-heptadecenyl)furan, and 2-(1E,8Z,11Z-heptadecatrienyl)furan. Several 2-alkylfurans of this type have been reported previously from avocado (Persea spp.) and have received the common name of avocadofurans. The major compounds were tested individually for toxic and growth inhibitory effects. Individually, the compounds had low to moderate toxicity. Of these, 2-(pentadecyl)furan had the greatest effects, with an LC50 value of 1031 mu g/g. At concentrations of 600 mu g/g or higher in diets, larval growth was inhibited by >70% compared to controls. The analogous 2-(heptadecyl)furan had an LC50 value of 1206 mu g/g, and also significantly reduced larval growth (>75% versus controls) at concentrations of > 600 mu g/g. The unsaturated analogs 2-(1E-pentadecenyl)furan and 2-(8Z, 11Z-heptadecadienyl)furan were less toxic. Triolein was only weakly toxic, with an LC50 value of 10,364 mu g/g diet. Larval growth was inhibited only at concentrations of 7000 mu g/g or higher. The potential of avocadofurans in insect control is discussed.

  DOI：

  10.1023/a:1022325601724

文献信息

• Bull, Steven D.; Carman, Raymond M., Australian Journal of Chemistry, 1994, vol. 47, # 9, p. 1661 - 1672
  作者：Bull, Steven D.、Carman, Raymond M.

  DOI：——

  日期：——
• Bergstroem et al., Acta Chemica Scandinavica (1947), 1953, vol. 7, p. 1001,1005
  作者：Bergstroem et al.

  DOI：——

  日期：——
• US6133313A
  申请人：——

  公开号：US6133313A

  公开（公告）日：2000-10-17