(Z)-3-Ethyl-1,4-diiodo-hex-3-ene | 193211-86-8

• 分子结构分类: 有机化合物 - 有机卤素化合物
• 英文名称: (Z)-3-Ethyl-1,4-diiodo-hex-3-ene
• 英文别名: (Z)-3-ethyl-1,4-diiodohex-3-ene
• CAS: 193211-86-8
• 化学式: C₈H₁₄I₂
• 分子量: 364.008
• InChiKey: YWEONNCZDJCRET-FPLPWBNLSA-N

物化性质

• 沸点：
  263.9±33.0 °C(Predicted)
• 密度：
  1.901±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  10
• 可旋转键数：
  4
• 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：

  (Z)-3-Ethyl-1,4-diiodo-hex-3-ene 、 对甲苯酰胺 在 copper(l) iodide 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以64%的产率得到(2,3-diethyl-4,5-dihydropyrrol-1-yl)(p-tolyl)methanone
  参考文献：
  名称：

  铜催化酰胺的一锅法N-烯基化和N-烷基化：取代2,3-二氢吡咯的有效合成

  摘要：

  已经开发出一种新的铜催化的酰胺经1，4-二碘丁-1-烯衍生物的酰胺的一锅N-烯基化和N-烷基化合成的取代2，3-二氢吡咯。反应进行以良好至高产率使用的CuI作为催化剂，K 2 CO 3作为碱，和外消旋-反式- Ñ，Ñ 'N'-二甲基环己烷-1,2-二胺作为配体。

  DOI：

  10.1016/j.tetlet.2007.07.221
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 碘 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以83%的产率得到(Z)-3-Ethyl-1,4-diiodo-hex-3-ene
  参考文献：
  名称：

  Remarkable effect of copper chloride on diiodination of zirconacyclopentadienes

  摘要：

  Treatment of zirconacyclopentadienes with two equiv of iodine in THF in the presence of 1.0 equiv of CuCl gave diiododienes in good to high yields without formation of monoiododienes. This is in sharp contrast to the case without CuCl which afforded monoiododienes as major products. For zirconacyclopentenes. CuCl was also effective but the use of ICl was more practical. When zirconacyclopentenes were treated with 2 equiv of ICl, only diiodination products were formed. Preparation of silacyclopentadienes or spiro compounds using the diidodienes was demonstrated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00835-6

文献信息

• A reagent-dependent highly chemoselective halogenation reaction of zirconacyclopentenes
  作者：Tamotsu Takahashi、Koichiro Aoyagi、Denis Y. Kondakov

  DOI：10.1039/c39940000747

  日期：——

  Chemoselective monobromination reactions of 2,3-dialkylzirconacyclopentenes are highly reagent dependent; NBS or Br2 give alkenyl halide selectively, whereas CCl3Br or CBr4 give homoallylic halides with a high chemoselectivity.

  2,3-二烷基氧化锆环戊烯的化学选择性单溴化反应高度依赖试剂。NBS或Br 2选择性地产生烯基卤化物，而CCl 3 Br或CBr 4产生具有高化学选择性的均烯丙基卤化物。
• Copper-catalyzed synthesis of five-membered heterocycles via double C–N bond formation: an efficient synthesis of pyrroles, dihydropyrroles, and carbazoles
  作者：Ende Li、Xiaobing Xu、Hongfeng Li、Huimin Zhang、Xiaolei Xu、Xiyuan Yuan、Yanzhong Li

  DOI：10.1016/j.tet.2009.08.075

  日期：2009.10

  An efficient copper-catalyzed double C-N bond forming reaction using diiodides and nitrogen-centered nucleophiles including amides and carbamates is reported. The reactions proceed to afford di- or tri-substituted N-acylpyrroles, dihydropyrroles, and carbazoles in good to excellent yields when different such as 1,4-diiodo-1,3-butadienes, 1,4-dihalobut-1-enes, and 2,2'-diiodobiphenyls were employed, respectively. It is crucial to use CuI as the catalyst with the assistance of proper base and diamine ligand. (C) 2009 Elsevier Ltd. All rights reserved.