2-丁烯二酸,2-(1,1-二甲基乙基)-,二乙基酯,(E)- | 105786-10-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-丁烯二酸,2-(1,1-二甲基乙基)-,二乙基酯,(E)-
• 英文名称: (E)-2-tert-butyl-but-2-enedioic acid diethyl ester
• 英文别名: diethyl (E)-2-tert-butylbut-2-enedioate
• CAS: 105786-10-5
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: CZPWVQOFUIOVBM-HJWRWDBZSA-N

物化性质

• 沸点：
  282.6±13.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-丁烯二酸,2-(1,1-二甲基乙基)-,二乙基酯,(E)- 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以200 mg的产率得到(Z)-2-tert-butyl-3-iodo-but-2-enedioic acid diethyl ester
  参考文献：
  名称：

  Unprecedented Noncatalyzed anti-Carbozincation of Diethyl Acetylenedicarboxylate through Alkylzinc Group Radical Transfer

  摘要：

  The radical carbozincation of diethyl acetylenedicarboxylate, performed at room temperature in the presence of air, leads to fumaric derivatives through a selective alkylzinc group radical transfer controlled by coordination. The total trans stereocontrol is unprecedented, carbocupration is well-known to give the reversal selectivity at low temperature, while classical radical addition methodologies lead to mixtures of isomers.

  DOI：

  10.1021/ol200419x
• 作为产物：
  描述：

  碘代叔丁烷 、 丁炔二酸二乙酯 在 air 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以96%的产率得到2-丁烯二酸,2-(1,1-二甲基乙基)-,二乙基酯,(E)-
  参考文献：
  名称：

  Unprecedented Noncatalyzed anti-Carbozincation of Diethyl Acetylenedicarboxylate through Alkylzinc Group Radical Transfer

  摘要：

  The radical carbozincation of diethyl acetylenedicarboxylate, performed at room temperature in the presence of air, leads to fumaric derivatives through a selective alkylzinc group radical transfer controlled by coordination. The total trans stereocontrol is unprecedented, carbocupration is well-known to give the reversal selectivity at low temperature, while classical radical addition methodologies lead to mixtures of isomers.

  DOI：

  10.1021/ol200419x

文献信息

• Electron-transfer processes. 41. Free-radical reactions of organomercury halides with alkenes and alkynes
  作者：Glen A. Russell、Wan Jiang、Shui Sheng Hu、Rajive K. Khanna

  DOI：10.1021/jo00376a107

  日期：1986.12
• Unprecedented Noncatalyzed <i>anti</i>-Carbozincation of Diethyl Acetylenedicarboxylate through Alkylzinc Group Radical Transfer
  作者：Julien Maury、Laurence Feray、Michèle P. Bertrand

  DOI：10.1021/ol200419x

  日期：2011.4.1

  The radical carbozincation of diethyl acetylenedicarboxylate, performed at room temperature in the presence of air, leads to fumaric derivatives through a selective alkylzinc group radical transfer controlled by coordination. The total trans stereocontrol is unprecedented, carbocupration is well-known to give the reversal selectivity at low temperature, while classical radical addition methodologies lead to mixtures of isomers.