1-deutero-2-butyl-3-methylheptane | 1421440-20-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: 1-deutero-2-butyl-3-methylheptane
• 英文别名: 5-(Deuteriomethyl)-6-methyldecane；5-(deuteriomethyl)-6-methyldecane
• CAS: 1421440-20-1
• 化学式: C₁₂H₂₆
• 分子量: 171.331
• InChiKey: NCJIZIYQFWXMFZ-WFVSFCRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  12
• 可旋转键数：
  7
• 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：

  在 重水 、 氘代盐酸 作用下， 以 正己烷 为溶剂， 生成 1-deutero-2-butyl-3-methylheptane
  参考文献：
  名称：

  The tantalum-catalyzed carbozincation of 1-alkenes with zinc dialkyls

  摘要：

  The TaCl5-mediated reaction between monosubstituted alkenes and Et2Zn affords 3-(R-substituted)-n-butylzincs in high yield (up to 92%) and regioselectivity. Organozinc reagents bearing a longer alkyl chain (R = Pr-n, Bun, Am-n, Hex(n)) react with 1-alkenes in the presence of TaCl5 as the catalyst to give two types of organozinc compound having iso-alkyl structure. The probable mechanism of the carbozincation reaction implies the formation of beta-substituted and beta,beta'-disubstituted tantalacyclopentanes as the key intermediates. The thermodynamic probability of the mechanistic elementary stages for the ethylzincation of terminal alkenes has been estimated using DFT PBE/SBK method. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.10.039

文献信息

• TaCl5-catalyzed reaction of 1-alkenes with n-alkyl Grignard reagents
  作者：Rifkat M. Sultanov、Ruslan R. Ismagilov、Natal'ya R. Popod'ko、Artur R. Tulyabaev、Usein M. Dzhemilev

  DOI：10.1016/j.jorganchem.2012.10.001

  日期：2013.1

  Tantalum-catalyzed reaction of organomagnesium compounds (OMCs), bearing normal alkyl radicals, with 1-alkenes to afford novel iso-alkylmagnesiums has been systematically studied for the first time. The probable mechanism of the reaction implying the intermediate formation of β,β′-dialkyl substituted tantalacyclopentanes is discussed.

  首次系统地研究了带有正烷基的有机镁化合物（OMC）与1-烯烃的钽催化反应，以提供新型的异烷基镁。讨论了反应的可能机理，该机理暗示了β，β'-二烷基取代的钽环戊烷的中间体形成。
• The tantalum-catalyzed carbozincation of 1-alkenes with zinc dialkyls
  作者：Rifkat M. Sultanov、Elena V. Samoilova、Natal'ya R. Popod'ko、Denis Sh. Sabirov、Usein M. Dzhemilev

  DOI：10.1016/j.jorganchem.2014.10.039

  日期：2015.1

  The TaCl5-mediated reaction between monosubstituted alkenes and Et2Zn affords 3-(R-substituted)-n-butylzincs in high yield (up to 92%) and regioselectivity. Organozinc reagents bearing a longer alkyl chain (R = Pr-n, Bun, Am-n, Hex(n)) react with 1-alkenes in the presence of TaCl5 as the catalyst to give two types of organozinc compound having iso-alkyl structure. The probable mechanism of the carbozincation reaction implies the formation of beta-substituted and beta,beta'-disubstituted tantalacyclopentanes as the key intermediates. The thermodynamic probability of the mechanistic elementary stages for the ethylzincation of terminal alkenes has been estimated using DFT PBE/SBK method. (C) 2014 Elsevier B.V. All rights reserved.