(E)-9-iodo-3-methylnon-4-ene | 666704-46-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-9-iodo-3-methylnon-4-ene
• 英文别名: trans-9-Iodo-3-methyl-4-nonene
• CAS: 666704-46-7
• 化学式: C₁₀H₁₉I
• 分子量: 266.165
• InChiKey: MHDZCUUZUDAVHC-SOFGYWHQSA-N

物化性质

• 沸点：
  248.8±19.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (E)-9-iodo-3-methylnon-4-ene 在 palladium dihydroxide 氢气 、 magnesium 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 2.0h， 生成 12-methyltetradecyl acetate
  参考文献：
  名称：

  摘要：

  Reaction of 2-vinyltetrahydrofuran and 2-vinyltetrahydropyran with ethylmagnesium bromude in the presence ot titanium(IV) isopropoxide afforded in moderate selectivity trans-4-octen-1-ol and trans-5-nonen-1-ol respectively. Best yields and high stereochemical purity of products were obtained in ethylation under these conditions of 2-(cis-1-propenyl)tetrahydrofuran, 2-(cis-1-proprnyl)- and 2- (trans-1-propenyl) tetrahydropyran. It is assumed that the key organometallic intermediate formed was diisopropoxy-titanacycloprpopane, and direction of its addition to the doubel bond governed the streochemistry of the resulting product. The obtained trans-4-octen-1-ol and trans-7-methyl-5-nonen-1-ol were applied as initial products in the synthesis of sex pheromones of lesser plum worm (Grafolita funebrana) and tea leaf roller moth (Adoxophyes sp).

  DOI：

  10.1023/a:1026047515568
• 作为产物：
  描述：

  (E)-7-methylnon-5-en-1-ol 在 三乙胺 、 sodium iodide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 3.0h， 生成 (E)-9-iodo-3-methylnon-4-ene
  参考文献：
  名称：

  摘要：

  Reaction of 2-vinyltetrahydrofuran and 2-vinyltetrahydropyran with ethylmagnesium bromude in the presence ot titanium(IV) isopropoxide afforded in moderate selectivity trans-4-octen-1-ol and trans-5-nonen-1-ol respectively. Best yields and high stereochemical purity of products were obtained in ethylation under these conditions of 2-(cis-1-propenyl)tetrahydrofuran, 2-(cis-1-proprnyl)- and 2- (trans-1-propenyl) tetrahydropyran. It is assumed that the key organometallic intermediate formed was diisopropoxy-titanacycloprpopane, and direction of its addition to the doubel bond governed the streochemistry of the resulting product. The obtained trans-4-octen-1-ol and trans-7-methyl-5-nonen-1-ol were applied as initial products in the synthesis of sex pheromones of lesser plum worm (Grafolita funebrana) and tea leaf roller moth (Adoxophyes sp).

  DOI：

  10.1023/a:1026047515568