threo-7,8-dimethyltetradecane | 2801-86-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: threo-7,8-dimethyltetradecane
• 英文别名: 7,8-dimethyltetradecane；(7R,8R)-7,8-dimethyltetradecane
• CAS: 2801-86-7；82294-06-2；82294-10-8；122469-93-6
• 化学式: C₁₆H₃₄
• 分子量: 226.446
• InChiKey: ADQGKNVLGXQIRL-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  辛烯 在 二氯二茂锆 、 (C₈H₁₇)3Al 、 oxonium 作用下， 生成 threo-7,8-dimethyltetradecane
  参考文献：
  名称：

  新型有机铝化合物的取代基和立体选择性合成-取代的氧化铝环戊烷和氧化铝环戊烯

  摘要：

  A novel regio- and stereoselective method has been developed for the catalytic cyclometallation of olefins and acetylenes with alkylalanes in the presence of Cp(2)ZrCl(2), to give in one stage high yields of 3-substituted aluminacyclopentanes and aluminacyclopentenes. Applications of these reactions to a wide range of linear and cyclic olefins and to those containing functional substituents have been studied. The transformation of the aluminacyclopentanes thus produced, into five-membered heterocycles, mono- and di-substituted cyclobutanes and cyclopropanes, has been demonstrated.

  DOI：

  10.1016/0022-328x(94)88022-0

文献信息

• Absolute Rate Constants for the Addition of Atomic Hydrogen to Monosubstituted and Trisubstituted Olefins
  作者：Dennis D. Tanner、Liying Zhang、Pramod Kandanarachchi

  DOI：10.1021/jp960189u

  日期：1996.1.1

  solution phase regioselective addition of atomic hydrogen to 1-methylcyclohexene. From this data and new data for the reactions of 1-octene, the absolute rates and activation parameters for the addition of hydrogen atom to an olefin can be extracted. A method was established to determine the absolute rate of addition of a hydrogen atom to a terminal olefin in the solution phase. The addition rate constants

  建立了一种机制，用于形成由溶液相区域选择性地将原子氢加到1-甲基环己烯中而形成的产物。从该数据和1-辛烯反应的新数据中，可以提取出将氢原子加成到烯烃中的绝对速率和活化参数。建立了确定溶液相中氢原子向末端烯烃加成的绝对速率的方法。加入速率常数，ķ一个（25℃），1-辛烯[ ķ一个=（4.2±3.6）×10 9中号-1小号-1 ]和1-甲基环己烯[ ķ一个=（4.6±0.8）× 10 6 M -1s -1，-78°C]与乙烯的气相加成速率的公开值合理地吻合。大速率常数得到以下观察结果的支持：活化参数（对于1-辛烯，E a = 5.3±2.9 kcal / mol，log A = 14±3.5 M -1 s -1）与预期的快速值一致反应。
• Metal-promoted cyclization. 28. Regioselective and diastereoselective alkyl-alkene and alkene-alkene coupling promoted by zirconocene and hafnocene
  作者：Douglas R. Swanson、Christophe J. Rousset、Eiichi Negishi、Tamotsu Takahashi、Takashi Seki、Masahiro Saburi、Yasuzo Uchida

  DOI：10.1021/jo00276a006

  日期：1989.7
• Synthesis and conversions of metallocycles. 7. A novel approach to the synthesis of 3,4-dialkyl-substituted aluminacyclopentanes in the presence of Cp2ZrCl2
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. B. Morozov、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf00961245

  日期：1991.7

  A novel approach was developed for the stereoselective synthesis of trans-3,4-dialkyl-substituted aluminacyclopentanes from alpha-olefins, metallic magnesium, and EtAlCl2 in the presence of catalytic amounts of CP2ZrCl2. The hydrolysis and deuterolysis products of the 3,4-dialkyl-substituted aluminacyclopentanes obtained are only in the trans configuration.
• Synthesis and reactions of metallocycles. 6. Stereoselective synthesis of 3,4-dialkyl-substituted aluminocyclopentanes by cyclometallation of ?-olefins using trialkylalanes in the presence of Cp2ZrCl2
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. B. Morozov、L. M. Khalilov、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf00961366

  日期：1991.5

  An efficient method has been developed for the synthesis of a new class of organo-aluminum compounds, trans-3,4-dialkyl-substituted aluminocyclopentanes, via the cyclometallation of alpha-olefins using R3Al in the presence of catalytic amounts of Cp2ZrCl2. Hydrolysis, deuterolysis, and oxidation of the resulting aluminocyclopentanes generate the corresponding transformation products having exclusively the threo-configuration.