dimethyl (E)-3,4,4,5-tetradeuterio-2,5-dimethyl-2-hexenedioate | 1313033-47-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl (E)-3,4,4,5-tetradeuterio-2,5-dimethyl-2-hexenedioate
• 英文别名: dimethyl (E)-3,4,4,5-tetradeuterio-2,5-dimethylhex-2-enedioate
• CAS: 1313033-47-4
• 化学式: C₁₀H₁₆O₄
• 分子量: 204.203
• InChiKey: ZXXDDSPXEBOXDR-BYGVZCBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲基丙烯酸甲酯-D2 在 1,3,4-三苯基-4,5-二氢-1H-1,2,4-三氮唑-5-亚基 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以75%的产率得到dimethyl (E)-3,4,4,5-tetradeuterio-2,5-dimethyl-2-hexenedioate
  参考文献：
  名称：

  Organocatalytic Tail-to-Tail Dimerization of Olefin: Umpolung of Methyl Methacrylate Mediated by N-Heterocyclic Carbene

  摘要：

  Highly selective tail-to-tall dimerization of methyl methacrylate has been realized by an N-heterocyclic carbene catalyst, giving dimethyl 2,5-dimethyl-2-hexenedioate with an E/Z ratio of 95:5 in 86% isolated yield. The umpolung mechanism Is proposed on the basis of Interception of the intermediates using ESI-MS analyses and deuterium-labeling experiments.

  DOI：

  10.1021/ol201380m

文献信息

• Organocatalytic Tail-to-Tail Dimerization of Olefin: Umpolung of Methyl Methacrylate Mediated by N-Heterocyclic Carbene
  作者：Shin-ichi Matsuoka、Yoshiya Ota、Atsushi Washio、Akiho Katada、Kenji Ichioka、Koji Takagi、Masato Suzuki

  DOI：10.1021/ol201380m

  日期：2011.7.15

  Highly selective tail-to-tall dimerization of methyl methacrylate has been realized by an N-heterocyclic carbene catalyst, giving dimethyl 2,5-dimethyl-2-hexenedioate with an E/Z ratio of 95:5 in 86% isolated yield. The umpolung mechanism Is proposed on the basis of Interception of the intermediates using ESI-MS analyses and deuterium-labeling experiments.