2-[(Z)-1-octenyl]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[(Z)-1-octenyl]pyridine
• 英文别名: 2-[(Z)-oct-1-enyl]pyridine
• 化学式: C₁₃H₁₉N
• 分子量: 189.301
• InChiKey: AXMFZYIJLUBTRU-YFHOEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-碘吡啶 、 1-辛炔 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex indium(III) chloride 、 三乙基硼 、 二异丁基氢化铝 、 三(2-呋喃基)膦 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 以75%的产率得到2-[(Z)-1-octenyl]pyridine
  参考文献：
  名称：

  Trans-Hydrometalation of Alkynes by a Combination of InCl₃ and DIBAL-H:  One-Pot Access to Functionalized (Z)-Alkenes

  摘要：

  Triethylborane-induced hydrometalation of alkynes proceeds in an anti manner to afford the corresponding (Z)-alkenylmetal compounds stereoselectively, where dichloroindium hydride would play a key role. A variety of functional groups including hydroxy, carbonyl, and carboxy groups were tolerant under the reaction conditions. Following iodolysis and cross-coupling reaction of the (Z)-alkenylmetal species show the usefulness of this strategy.

  DOI：

  10.1021/ol026401w

文献信息

• Lim, Yeong-Gweon; Kang, Jung-Bu; Kim, Yong Hae, Journal of the Chemical Society. Perkin transactions I, 1998, # 4, p. 699 - 707
  作者：Lim, Yeong-Gweon、Kang, Jung-Bu、Kim, Yong Hae

  DOI：——

  日期：——
• Triethylborane-Mediated Hydrogallation and Hydroindation:  Novel Access to Organogalliums and Organoindiums
  作者：Kazuaki Takami、Satoshi Mikami、Hideki Yorimitsu、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1021/jo0344790

  日期：2003.8.1

  Hydrogallation of carbon-carbon multiple bonds proceeds in the presence of triethylborane as a radical initiator. Several functionalities do not interfere with this reaction. Resulting alkenyl- and alkylgallium species can be trapped by several electrophiles. Highly regioselective radical addition of an indium hydride reagent to alkynes is also achieved. Various functionalities are tolerant under the reaction conditions. The reaction proceeds with complete anti stereoselectivity. Alkenylindiums obtained via hydroindation can be employed for the following cross-coupling reaction with aryl halides in one pot.
• MISCHUNGEN, ENTHALTEND MONOMERE UND STABILISATOREN
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0906257B1

  公开（公告）日：2001-07-25
• STOFFMISCHUNGEN, ENTHALTEND VINYLGRUPPENHALTIGE VERBINDUNGEN UND STABILISATOREN
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0944563B1

  公开（公告）日：2002-04-03
• COMPOSITION AND METHOD FOR INHIBITING PREMATURE POLYMERIZATION
  申请人：Liu Shengxia

  公开号：US20120217444A1

  公开（公告）日：2012-08-30

  The invention relates to composition comprising: at least one free radical polymerizable vinyl compound; and an active amount of inhibition composition comprising metal ions, halogen ions and a ligand having a donor atom selected from oxygen, nitrogen, sulfur, phosphorus and a combination thereof, the metal ions being selected from ions of Ti, Mo, Re, Ru, Fe, Rh, Ni, Pd, Co, Os, Cu and any combination thereof; wherein the composition is free of a nitroxyl compound of a secondary amine having no hydrogen atom on α-C atom. A method for inhibiting the premature polymerization of at least one free radical polymerizable vinyl compound, comprising: adding an active amount of the inhibition composition to the at least one free radical polymerizable vinyl compound.