(Z)-diethyl 2-(3,4-dimethoxyphenyl)pent-2-enedioate | 144744-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-diethyl 2-(3,4-dimethoxyphenyl)pent-2-enedioate
• 英文别名: diethyl (Z)-2-(3,4-dimethoxyphenyl)pent-2-enedioate
• CAS: 144744-70-7
• 化学式: C₁₇H₂₂O₆
• 分子量: 322.358
• InChiKey: WMGBZLINGAWUGL-JYRVWZFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻苯二甲醚 、 diethyl 4-diazo-2-pentenedioate 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 (E)-diethyl 2-(3,4-dimethoxyphenyl)pent-2-enedioate 、 (Z)-diethyl 2-(3,4-dimethoxyphenyl)pent-2-enedioate
  参考文献：
  名称：

  Divergent reaction pathways between rhodium(II)-stabilized vinylcarbenoids and benzenes

  摘要：

  Rhodium(II) carboxylate stabilized vinylcarbenoids reacted intermolecularly with benzenoid compounds by two distinct modes. With benzene, alkylbenzenes, and 1-methoxynaphthalene, 3 + 4 annulations were observed, presumably arising through initial cyclopropanation followed by a Cope rearrangement. In contrast, alkylation products were formed with methoxy-substituted benzenes. In an intramolecular reaction a delicate balance existed between norcaradiene formation, 3 + 4 annulation, and 3 + 2 annulation.

  DOI：

  10.1021/jo00051a041

文献信息

• Divergent reaction pathways between rhodium(II)-stabilized vinylcarbenoids and benzenes
  作者：Huw M. L. Davies、H. David Smith、Baihua Hu、Scott M. Klenzak、Frederick J. Hegner

  DOI：10.1021/jo00051a041

  日期：1992.12

  Rhodium(II) carboxylate stabilized vinylcarbenoids reacted intermolecularly with benzenoid compounds by two distinct modes. With benzene, alkylbenzenes, and 1-methoxynaphthalene, 3 + 4 annulations were observed, presumably arising through initial cyclopropanation followed by a Cope rearrangement. In contrast, alkylation products were formed with methoxy-substituted benzenes. In an intramolecular reaction a delicate balance existed between norcaradiene formation, 3 + 4 annulation, and 3 + 2 annulation.