(4Z)-1-iodo-4-nonene | 136113-77-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: (4Z)-1-iodo-4-nonene
• 英文别名: (Z)-1-iodonon-4-ene
• CAS: 136113-77-4
• 化学式: C₉H₁₇I
• 分子量: 252.138
• InChiKey: LCRWVIGIUGXBMY-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  1-四氢吡喃氧基-9-碘-2-壬炔 、 diethylzinc 、 (4Z)-1-iodo-4-nonene 在 copper(l) iodide 、 N,N-二甲基丙烯基脲 、 Me₂Cu(CN)(MgCl)2 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 、 2-undecynyltetrahydro-2H-pyran-2-yl ether
  参考文献：
  名称：

  A Convergent and Highly Efficient Synthesis of (E,Z)-2,13-Octadecadienyl Acetate and (E,Z)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth Zeuzera pyrina, through Sulfones

  摘要：

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.

  DOI：

  10.1021/ol990114j
• 作为产物：
  描述：

  (4Z)-4-壬烯基-1-醇 在 lithium iodide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 2.33h， 生成 (4Z)-1-iodo-4-nonene
  参考文献：
  名称：

  A Convergent and Highly Efficient Synthesis of (E,Z)-2,13-Octadecadienyl Acetate and (E,Z)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth Zeuzera pyrina, through Sulfones

  摘要：

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.

  DOI：

  10.1021/ol990114j

文献信息

• A stereospecific route to functionalized alkenes from tetrahydrofurfurylic acetates, synthesis of pheromones
  作者：Roger Amouroux、Soumeya Ejjiyar

  DOI：10.1016/0040-4039(91)80688-3

  日期：1991.6

  Pure Z or E γ-iodoalkenes were prepared by a ring opening-elimination tandem reaction of erythro or threo secondary tetrahydrofurfurylic acetates with Me3SiCl/NaI. Applications to the synthesis of pheromones of Musca domestica and of Orgyia pseudotsugata are reported.

  通过赤或苏式仲四氢糠基乙酸酯与Me 3 SiCl / NaI的开环消除串联反应制备纯Z或Eγ-碘代烯烃。报道了在家蝇和拟tsu的信息素的合成中的应用。