(3,3,4,4,5,5,6,6,6-nonafluoro-hex-1-enyl)benzene | 80967-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3,3,4,4,5,5,6,6,6-nonafluoro-hex-1-enyl)benzene
• 英文别名: 3,3,4,4,5,5,6,6,6-Nonafluorohex-1-enylbenzene
• CAS: 80967-16-4
• 化学式: C₁₂H₇F₉
• 分子量: 322.173
• InChiKey: XGONTPLWCDFSPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  218.1±40.0 °C(Predicted)
• 密度：
  1.405±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (3,3,4,4,5,5,6,6,6-nonafluoro-hex-1-enyl)benzene 在 二氯硼 作用下， 以89%的产率得到2-hydroxy-1-phenyl-3,3,4,4,5,5,6,6,6-nonafluorohexane
  参考文献：
  名称：

  An Exceptional Hydroboration of Substituted Fluoroolefins Providing Tertiary Alcohols

  摘要：

  [GRAPHICS]A rare hydroboration-oxidation providing 3 degrees -alcohols has been achieved in the case of 1,1,2-perfluoroalkyl(MI)ethylenes. The hydroboration of substituted perfluoroalkyl(aryl)ethylenes with dichloroborane reveals that the regioselectivity does not entirely depend on the electronics of the fluoroolefins.

  DOI：

  10.1021/ol016779e
• 作为产物：
  描述：

  全氟碘代丁烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 indium(III) chloride 、 air 、 三乙基硼 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.0h， 以63%的产率得到(3,3,4,4,5,5,6,6,6-nonafluoro-hex-1-enyl)benzene
  参考文献：
  名称：

  Radical Alkenylation of α-Halo Carbonyl Compounds with Alkenylindiums

  摘要：

  Alkenylation reaction of alpha-halo carbonyl compounds with alkenylindiums proceeded via a radical process in the presence of triethylborane. Unactivated alkene moieties as well as a styryl group could be introduced by this method. The geometry of the carbon-carbon double bonds of the alkenylindiums was retained. Preparation of an alkenylindium via a hydroinclation of 1-alkyne followed by radical alkenylation established an efficient one-pot strategy.

  DOI：

  10.1021/ol048070o

文献信息

• Radical Allylation, Vinylation, Alkynylation, and Phenylation Reactions of α-Halo Carbonyl Compounds with Organoboron, Organogallium, and Organoindium Reagents
  作者：Koichiro Oshima、Kazuaki Takami、Shin-ichi Usugi、Hideki Yorimitsu

  DOI：10.1055/s-2005-861846

  日期：——

  reactions of α-halo carbonyl compounds with alkenylindium proceeded via a radical process in the presence of triethylborane. Unactivated alkene moieties and styryl groups were introduced by this method. The carbon-carbon double bond geometry of the alkenylindiums was retained during the alkenylation. Preparation of an alkenylindium via a hydroindation of 1-alkyne and subsequent radical alkenylation established

  发现烯丙基镓和铟试剂可介导 α-碘或 α-溴羰基化合物的自由基烯丙基化反应。在三乙基硼烷的存在下，用由烯丙基氯化镁和三氯化镓制备的烯丙基镓处理溴乙酸苄酯，以极好的收率提供了4-戊烯酸苄酯。添加水作为助溶剂提高了烯丙基化产物的产率。烯丙基铟试剂也是有用的并且可以代替镓试剂。二烯丙基硼烷试剂可以以良好的产率烯丙基化 α-碘酯。在三乙基硼烷存在下，α-卤代羰基化合物与烯基铟的烯基化反应通过自由基过程进行。通过该方法引入了未活化的烯烃部分和苯乙烯基。烯基化过程中保留了烯基铟的碳-碳双键几何结构。通过 1-炔烃的氢化和随后的自由基烯基化制备烯基铟建立了一种有效的一锅法。本文公开了用有机铟试剂进行的自由基炔基化和苯基化。
• PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS BETWEEN ALLYL, VINYL OR ARYL HALIDE AND PERFLUOROALKYL IODIDE WITH ZINC AND ULTRASONIC IRRADIATION
  作者：Tomoya Kitazume、Nobuo Ishikawa

  DOI：10.1246/cl.1982.137

  日期：1982.1.5

  The reactions of perfluoroalkyl iodides with allyl, vinyl or aryl halides with ultrasonically dispersed zinc in the presence of palladium catalyst proceeded smoothly to give the corresponding allyl, vinyl or aryl perfluoroalkylides in a good yield.

  在钯催化剂存在下，全氟烷基碘与烯丙基、乙烯基或芳基卤化物与超声分散的锌的反应顺利进行，以良好的收率得到相应的烯丙基、乙烯基或芳基全氟烷基化物。
• Ru-Catalyzed Oxidative Coupling of Arenes with Olefins Using O₂
  作者：Haim Weissman、Xiaoping Song、David Milstein

  DOI：10.1021/ja003361n

  日期：2001.1.1
• Radical Alkenylation of α-Halo Carbonyl Compounds with Alkenylindiums
  作者：Kazuaki Takami、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1021/ol048070o

  日期：2004.11.1

  Alkenylation reaction of alpha-halo carbonyl compounds with alkenylindiums proceeded via a radical process in the presence of triethylborane. Unactivated alkene moieties as well as a styryl group could be introduced by this method. The geometry of the carbon-carbon double bonds of the alkenylindiums was retained. Preparation of an alkenylindium via a hydroinclation of 1-alkyne followed by radical alkenylation established an efficient one-pot strategy.
• An Exceptional Hydroboration of Substituted Fluoroolefins Providing Tertiary Alcohols
  作者：P. Veeraraghavan Ramachandran、Michael P. Jennings

  DOI：10.1021/ol016779e

  日期：2001.11.1

  [GRAPHICS]A rare hydroboration-oxidation providing 3 degrees -alcohols has been achieved in the case of 1,1,2-perfluoroalkyl(MI)ethylenes. The hydroboration of substituted perfluoroalkyl(aryl)ethylenes with dichloroborane reveals that the regioselectivity does not entirely depend on the electronics of the fluoroolefins.