(E)-2-iodohex-2-ene | 72087-50-4

• 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: (E)-2-iodohex-2-ene
• 英文别名: 2-iodo-cis-2-hexene；(E)-2-iodo-hex-2-ene；2-Iodo-cis-2-hexen
• CAS: 72087-50-4
• 化学式: C₆H₁₁I
• 分子量: 210.058
• InChiKey: FZNALXCEINWZOD-AATRIKPKSA-N

物化性质

• 沸点：
  164.6±9.0 °C(Predicted)
• 密度：
  1.502±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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)-2-iodohex-2-ene 在 锰 、 二氯二茂锆 、 [dMeObpy]NiCl₂ 、 lithium chloride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以94%的产率得到
  参考文献：
  名称：

  Catalytic homocoupling of aryl, alkenyl, and alkynyl halides with Ni(II)-complexes and zirconocene dichloride

  摘要：

  A new catalytic system (cat. (H)(2)Phen(Me)(2)center dot NiCl(2) or (MeO)(2)Dipyr(H)(2)center dot NiCl(2), cat. Zr(cp)(2)Cl(2), 2 equiv Mn, and 2 equiv LiCl) has been developed to facilitate the homocoupling of a wide range of aryl, alkenyl, and alkynyl halides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.124
• 作为产物：
  描述：

  2-已炔 在 Ti catalyst 碘 、 diisopropylaluminum hydride 作用下， 以 苯 为溶剂， 生成 (E)-2-iodohex-2-ene
  参考文献：
  名称：

  Hydrometallation

  摘要：

  DOI：

  10.1016/s0022-328x(00)92336-2

文献信息

• Cp2TiCl2-Catalyzed Grignard exchange reactions with acetylenes. A convenient method for preparation of E-alkenyl Grignard reagents
  作者：Fumie Sato、Hiroaki Ishikawa、Masao Sato

  DOI：10.1016/0040-4039(81)80047-0

  日期：1981.1

  E-alkenyl Grignard reagents selectively and in almost quantitative yields. The regiochemistry of this hydromagnesation reaction is high for alkylarylacetylenes and silylacetylenes giving E-ArC(MgBr)CHR from alkylarylacetylenes, E-ArC(MgBr)CH(SiMe3) from arylsilylacetylenes, and ECHRC(MgBr)(SiMe3) from alkylsilylacetylenes, respectively. Thanks to the high reactivity of the Grignard reagent, the present

  在醚中催化量的Cp 2 TiCl 2的存在下，二取代的乙炔与异丁基卤化镁反应，可选择性地以几乎定量的产率得到E-烯基格利雅试剂。对于烷基芳基乙炔和甲硅烷基乙炔而言，这种加氢镁化反应的区域化学反应很高，烷基芳基乙炔可产生E-ArC（MgBr）CHR，芳基甲硅烷基乙炔可产生E-ArC（MgBr）CH（SiMe 3），ECHRC（MgBr）（SiMe 3）分别来自烷基甲硅烷基乙炔。由于格氏试剂的高反应性，本反应为制备三取代的烯烃提供了新颖，选择性和操作简单的途径。
• Air-Stable Heterobimetallic Catalysts to Effect Ni/Cr-Mediated Couplings with a ca. 1:1 Molar Ratio of Coupling Partners at Low Catalyst Loadings
  作者：Jianbiao Peng、Yoshito Kishi

  DOI：10.1021/ol202878v

  日期：2012.1.6

  Two air-stable NI,Cr-heterobimetallic catalysts have been prepared from ligands 7 and 11, obtained from scyllo-inositol in four and three steps, respectively. Both catalysts smoothly promote Ni/Cr-mediated coupling reactions with a ca. 1:1 molar ratio of coupling partners. The catalyst derived from 11 exhibits a better catalytic profile, thereby allowing Ni/Cr-mediated coupling reactions to be achieved with a wide range of substrates at a low catalyst loading in an operationally simple manner.
• On Ni Catalysts for Catalytic, Asymmetric Ni/Cr-Mediated Coupling Reactions
  作者：Xiang Liu、Xiaoyong Li、Yu Chen、Yimin Hu、Yoshito Kishi

  DOI：10.1021/ja302177z

  日期：2012.4.11

  The importance of the Ni catalyst in achieving catalytic asymmetric Ni/Cr-mediated coupling reactions effectively is demonstrated. Six phenanthroline-NiCl2 complexes 1a-c and 2a-c and five types of alkenyl iodides A-E were chosen for the study, thereby demonstrating that these Ni catalysts display a wide range of overall reactivity profiles in terms of the degree of asymmetric induction, geometrical isomerization, and coupling rate. For three types of alkenyl iodides A-C, a satisfactory Ni catalyst(s) was found within 1a-c and 2a-c. For disubstituted (Z)-alkenyl iodide D, 2c was identified as an acceptable Ni catalyst: in terms of the absence of Z --> E isomerization and the degree of asymmetric induction but not in terms of the coupling rate. Two phosphine-based Ni catalysts, [(Me)(3)P](2)center dot NiCl2 and [(cy)(3)P](2)center dot NiCl2, were found to meet all three criteria for D. The bond-forming reaction at the C16-C17 position of palytoxin was used to demonstrate the usefulness of the Ni catalysts thus identified.
• Hydrometalation. 5. Hydroalumination of alkenes and alkynes with complex metal hydrides of aluminum in the presence of bis(cyclopentadienyl)dichlorotitanium
  作者：Eugene C. Ashby、Stephen A. Noding

  DOI：10.1021/jo01294a023

  日期：1980.3