5-Methyl-6-methylideneundecane | 1463474-94-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5-Methyl-6-methylideneundecane
• 英文别名: 5-methyl-6-methylideneundecane
• CAS: 1463474-94-3
• 化学式: C₁₃H₂₆
• 分子量: 182.349
• InChiKey: AMQNPTCMDXPKNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-己烯 在 (κ3-C6H3-2,6-(CH2PtBu2)2)IrH4 、 金刚烷 、 Cp*TaCl₂(C₂H₄) 作用下， 以 正庚烷 为溶剂， 反应 5.0h， 生成 2-丁基-1-辛烯 、 顺-2-己烯 、 反-2-已烯 、 正己烷 、 2-Pentyl-nonen-(1) 、 6-Methyl-7-methylidenedodecane 、 5-亚甲基十二烷 、 5-Methyl-6-methylideneundecane 、 6-Methyl-5-methylideneundecane 、 6-亚甲基十二烷 、 6-methyl-5-methylenedecane
  参考文献：
  名称：

  Upgrading Light Hydrocarbons via Tandem Catalysis: A Dual Homogeneous Ta/Ir System for Alkane/Alkene Coupling

  摘要：

  Light alkanes and alkenes are abundant but are underutilized as energy carriers because of their high volatility and low energy density. A tandem catalytic approach for the coupling of alkanes and alkenes has been developed in order to upgrade these light hydrocarbons into heavier fuel molecules. This process involves alkane dehydrogenation by a pincer-ligated iridium complex and alkene dimerization by a Cp*TaCl2(alkene) catalyst. These two homogeneous catalysts operate with up to 60/30 cooperative turnovers (Ir/Ta) in the dimerization of 1-hexene/n-heptane, giving C-13/C-14 products in 40% yield. This dual system can also effect the catalytic dimerization of n-heptane (neohexene as the H-2 acceptor) with cooperative turnover numbers of 22/3 (Ir/Ta).

  DOI：

  10.1021/ja405191a

文献信息

• TANDEM TRANSFER HYDROGENATION AND OLIGOMERIZATION FOR HYDROCARBON PRODUCTION
  申请人：California Institute of Technology

  公开号：US20140200376A1

  公开（公告）日：2014-07-17

  The disclosure provides for hydrocarbon production by hydrogenation and oligomerizaton and, more particularly, to catalysis of alkanes and alkenes by a tandem transfer hydrogenation and oligomerization.

  该披露提供了通过加氢和寡聚化进行碳氢化合物生产的方法，更具体地说，是通过串联转移加氢和寡聚化来催化烷烃和烯烃。
• Upgrading Light Hydrocarbons via Tandem Catalysis: A Dual Homogeneous Ta/Ir System for Alkane/Alkene Coupling
  作者：David C. Leitch、Yan Choi Lam、Jay A. Labinger、John E. Bercaw

  DOI：10.1021/ja405191a

  日期：2013.7.17

  Light alkanes and alkenes are abundant but are underutilized as energy carriers because of their high volatility and low energy density. A tandem catalytic approach for the coupling of alkanes and alkenes has been developed in order to upgrade these light hydrocarbons into heavier fuel molecules. This process involves alkane dehydrogenation by a pincer-ligated iridium complex and alkene dimerization by a Cp*TaCl2(alkene) catalyst. These two homogeneous catalysts operate with up to 60/30 cooperative turnovers (Ir/Ta) in the dimerization of 1-hexene/n-heptane, giving C-13/C-14 products in 40% yield. This dual system can also effect the catalytic dimerization of n-heptane (neohexene as the H-2 acceptor) with cooperative turnover numbers of 22/3 (Ir/Ta).