5,6-dipropyl-4-iododeca-(4Z,6E)-4,6-diene | 201864-25-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 5,6-dipropyl-4-iododeca-(4Z,6E)-4,6-diene
• 英文别名: 1-iodo-1,2,3,4-tetrapropyl-1,3-butadiene；(4Z,6E)-4-iodo-5,6-dipropyldeca-4,6-diene
• CAS: 201864-25-7
• 化学式: C₁₆H₂₉I
• 分子量: 348.311
• InChiKey: SFSMVMFRVUBYGE-MSBKQZQESA-N

物化性质

• 沸点：
  361.1±11.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  5,6-dipropyl-4-iododeca-(4Z,6E)-4,6-diene 以 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 1.0h， 生成 2-phenyl-3,4,5,6-tetrapropyl pyridine
  参考文献：
  名称：

  立体定义的多取代1,4-二氰基和1-氰基-1,3-丁二烯的高效合成及其与有机锂试剂的反应。

  摘要：

  立体定义的多取代的1-氰基和1,4-二氰基-1,3-丁二烯衍生物从相应的单卤代和二卤代丁二烯和CuCN中以优异的产率获得了分离的产物。该反应以高的立体选择性进行并且保留了起始卤代丁二烯的立体化学。通过它们与有机锂试剂的反应证明了对如此获得的1-氰基和1，4-二氰基-1，3-丁二烯衍生物的效用的研究。由1-氰基-4-卤代-1,3-丁二烯和有机锂试剂以高收率形成2H-吡咯或亚氨基环戊二烯衍生物。当用有机锂试剂处理1,4-二氰基-1,3-丁二烯，然后用亲电试剂捕集时，进行了串联反应，从而以优异的收率得到了2H-吡咯基腈。减少1,4-dicyano-1，

  DOI：

  10.1002/chem.200700028
• 作为产物：
  描述：

  4-辛炔 在 正丁基锂 、 二氯二茂锆 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 以92%的产率得到5,6-dipropyl-4-iododeca-(4Z,6E)-4,6-diene
  参考文献：
  名称：

  Selective one carbon-carbon bond formation reaction of zirconacyclopentadienes with aryl iodides or alkynyl iodides

  摘要：

  Reaction of zirconacyclopentadienes with one equiv or two equiv of aryl iodides in the presence of CuCl and DMPU afforded mono-arylated diene derivatives in high yields with high selectivities. Treatment of zirconacyclopentadienes with one equiv of 2-thienyl iodide similarly gave thienyldienes in the presence of CuCl and DMPU, whereas the reaction with two equiv of 2-thienyl iodide produced thienyl iododiene derivatives in high yields. Zirconacyclopentadienes reacted with two equiv of alkynyl iodides to give iododienynes in good yields in the presence of CuCl. This is in sharp contrast to the reaction with two equiv of alkynyl iodides in the presence of CuCl and DMPU which provides dienediynes. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10295-2

文献信息

• Preparation and Electrophilic Cyclization of Multisubstituted Dienamides Leading to Cyclic Iminoethers
  作者：Congyang Wang、Jiang Lu、Guoliang Mao、Zhenfeng Xi

  DOI：10.1021/jo050433q

  日期：2005.6.1

  Stereodefined multisubstituted dienamides could be concisely prepared in high yields by direct addition of 1-lithiobutadiene derivatives to both N-aryl and N-alkyl isocyanates. Electrophilic cyclization of these dienamides was achieved to generate substituted cyclic iminoethers in excellent yields with perfect selectivity. When treated with 12 N aqueous HCl, dienamides underwent efficient and selective

  可以通过将1-硫代丁二烯衍生物直接加到异氰酸N-芳基酯和N-烷基N-烷基酯上来简明地以高收率制备立体确定的多取代的二烯酰胺。这些二烯酰胺的亲电环化反应以极好的收率和完美的选择性生成了取代的环状亚氨基醚。当用12 N HCl水溶液处理时，二烯酰胺经过有效且选择性的亲电环化，得到环状亚氨酸酯衍生物。当用NBS处理时，形成单溴或双溴的环状亚氨基醚。
• Reaction of 4-methyl, 4-phenyl, and 4-hydrogen substituted 1-lithio-1,3-butadienes with aldehydes: preparation of multiply substituted cyclopentadienes
  作者：Zhihui Wang、Hongyun Fang、Zhenfeng Xi

  DOI：10.1016/j.tet.2006.04.083

  日期：2006.7

  acidic solution. Reaction mechanism study revealed that these cyclopentadienes were formed via an acid-promoted cyclization of conjugated dienols. Thus, stereodefined all-cis substituted dienols or a wide diversity of substituted cyclopentadienes can be obtained from the same 1-lithio-1,3-butadiene reagent and aldehyde by adjusting the hydrolysis conditions.

  研究了醛与丁二烯基骨架第4位上具有甲基，苯基或氢取代基的1-lithio-1,3-丁二烯试剂的反应。使用强酸性溶液水解后，可以高收率获得多取代的环戊二烯衍生物。反应机理研究表明，这些环戊二烯是通过酸促进的共轭二烯醇环化反应形成的。因此，可以通过调节水解条件，从相同的1-硫代-1,3-丁二烯试剂和醛中获得立体定义的顺式取代的二烯醇或种类繁多的取代的环戊二烯。
• Novel Cycloaddition of Nitriles with Monolithio- and Dilithiobutadienes
  作者：Jinglong Chen、Qiuling Song、Congyang Wang、Zhenfeng Xi

  DOI：10.1021/ja0262176

  日期：2002.6.1

  Two novel and synthetically useful reaction patterns of organolithium compounds with nitriles are reported to afford pyridine derivatives as the final products. Both 1-lithio-1,3-dienes and 1,4-dilithio-1,3-dienes, which can be easily generated in situ by lithiation of their corresponding iodo compounds, react with nitriles in the presence of HMPA to form substituted pyridines including 2,2'-bipyridines and tetrahydroisoquinolines in high yields.