6-十二碳烯,6-碘-,(Z)- | 136679-11-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 中文名称: 6-十二碳烯,6-碘-,(Z)-
• 英文名称: (Z)-6-iodo-6-dodecene
• 英文别名: (Z)-6-iodododec-6-ene
• CAS: 136679-11-3
• 化学式: C₁₂H₂₃I
• 分子量: 294.219
• InChiKey: YIGARCDREOEKFA-QXMHVHEDSA-N

物化性质

• 沸点：
  284.8±9.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  6-十二碳烯,6-碘-,(Z)- 在 lithium dibutyl(isopropyl)magnesate 、 重水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以88%的产率得到(E)-6-Deuterio-6-dodecene
  参考文献：
  名称：

  Halogen-Magnesium Exchange via Trialkylmagnesates for the Preparation of Aryl- and Alkenylmagnesium Reagents

  摘要：

  DOI：

  10.1002/1521-3773(20000717)39:14<2481::aid-anie2481>3.0.co;2-j

文献信息

• Pyridine-Catalyzed Radical Borylation of Aryl Halides
  作者：Li Zhang、Lei Jiao

  DOI：10.1021/jacs.6b11813

  日期：2017.1.18

  A pyridine-catalyzed transition-metal-free borylation reaction of haloarenes has been developed based on the selective cross-coupling of an aryl radical and a pyridine-stabilized boryl radical. Arylboronates were produced from haloarenes under mild conditions. This borylation reaction features a broad substrate scope, operational simplicity, and gram-scale synthetic ability.

  基于芳基和吡啶稳定的硼基的选择性交叉偶联，开发了吡啶催化的无过渡金属的卤代芳烃硼化反应。芳基硼酸酯是在温和条件下由卤代芳烃生产的。这种硼酸化反应具有广泛的底物范围、操作简单和克级合成能力。
• Palladium Catalyzed Stereoselective Hydrodehalogenation of Alkenyl Halides with Tributyltin Hydride
  作者：Masahiko Taniguchi、Yoshihiro Takeyama、Keigo Fugami、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1246/bcsj.64.2593

  日期：1991.8

  The reduction of alkenyl halides with tributyltin hydride in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium has been studied. Alkenyl iodides reacted easily with tributyltin hydride at 25°C to give the corresponding hydrocarbons stereoselectively. However, the reaction of alkenyl bromides were sluggish at 25°C and needed heating at 75°C to complete.

  研究了在催化量的四（三苯基膦）钯存在下用氢化三丁基锡还原烯基卤化物。烯基碘化物在 25°C 下很容易与三丁基氢化锡反应，立体选择性地得到相应的烃。然而，烯基溴化物的反应在 25°C 时反应缓慢，需要在 75°C 下加热才能完成。
• Selective Halogen−Magnesium Exchange Reaction via Organomagnesium Ate Complex
  作者：Atsushi Inoue、Kazuya Kitagawa、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1021/jo015597v

  日期：2001.6.1

  Halogen-magnesium exchange of various aryl halides is achieved with a magnesium ate complex at low temperatures; Tributylmagnesate ((Bu3MgLi)-Bu-n) induces facile iodine-magnesium exchange at -78 degreesC. Dibutylisopropylmagnesate ((PrBu2MgLi)-Pr-i-Bu-n) is more reactive than (Bu3MgLi)-Bu-n, and this reagent accomplishes selective bromine-magnesium exchange at -78 degreesC. This procedure is utilized for the preparation of various polyfunctionalized arylmagnesium species. The exchange of alkenyl halides using this method proceeds with retention of configuration of the double bond.