5-(4-Methoxybenzyl)-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadiene | 143024-43-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-(4-Methoxybenzyl)-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadiene
• 英文别名: Pentamethyl 5-[(4-methoxyphenyl)methyl]cyclopenta-1,3-diene-1,2,3,4,5-pentacarboxylate
• CAS: 143024-43-5
• 化学式: C₂₃H₂₄O₁₁
• 分子量: 476.437
• InChiKey: JODDNHSLNOEUID-UHFFFAOYSA-N

物化性质

• 沸点：
  571.8±50.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  5-(4-Methoxybenzyl)-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadiene 在 silver(l) oxide 作用下， 以 苯 为溶剂， 反应 8.0h， 生成 1,2,3,4,5-Pentakis(methoxycarbonyl)-5-(1,1-diphenylmethyl)cyclopentadiene
  参考文献：
  名称：

  Thermal rearrangements and reactions of 5-alkyl-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadienes

  摘要：

  Studies of the thermal reactions of five Balkyl-1,2,3,4,5-pentakis (methoxycarbonyl)cyclopentadienes in methanol solvent are described, where the alkyl groups are benzhydryl, methoxymethyl, 1-adamantyl, p-methoxybenzyl, and benzyl. The benzyl cyclopentadiene system undergoes thermal [1,5]-sigmatropic rearrangement via methoxycarbonyl migrations while the other cyclopentadienes undergo C-alkyl bond heterolysis to ion-pair intermediates, which are scavenged by solvent. First-order rate constants for solvolysis of the methoxymethyl, 1-adamantyl, and p-methoxybenzyl systems in methanol solvent were determined and that for the benzhydryl system was estimated from a single measurement of the half-life.

  DOI：

  10.1021/jo00081a029
• 作为产物：
  描述：

  1,2,3,4,5-Pentakis(methoxycarbonyl)-5-(1,1-diphenylmethyl)cyclopentadiene 在 silver(l) oxide 作用下， 以 苯 为溶剂， 反应 10.33h， 生成 5-(4-Methoxybenzyl)-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadiene
  参考文献：
  名称：

  Thermal rearrangements and reactions of 5-alkyl-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadienes

  摘要：

  Studies of the thermal reactions of five Balkyl-1,2,3,4,5-pentakis (methoxycarbonyl)cyclopentadienes in methanol solvent are described, where the alkyl groups are benzhydryl, methoxymethyl, 1-adamantyl, p-methoxybenzyl, and benzyl. The benzyl cyclopentadiene system undergoes thermal [1,5]-sigmatropic rearrangement via methoxycarbonyl migrations while the other cyclopentadienes undergo C-alkyl bond heterolysis to ion-pair intermediates, which are scavenged by solvent. First-order rate constants for solvolysis of the methoxymethyl, 1-adamantyl, and p-methoxybenzyl systems in methanol solvent were determined and that for the benzhydryl system was estimated from a single measurement of the half-life.

  DOI：

  10.1021/jo00081a029

文献信息

• Thermal rearrangements and reactions of 5-alkyl-1,2,3,4,5-pentakis(methoxycarbonyl)cyclopentadienes
  作者：Elizabeth A. Jefferson、John Warkentin

  DOI：10.1021/jo00081a029

  日期：1994.1

  Studies of the thermal reactions of five Balkyl-1,2,3,4,5-pentakis (methoxycarbonyl)cyclopentadienes in methanol solvent are described, where the alkyl groups are benzhydryl, methoxymethyl, 1-adamantyl, p-methoxybenzyl, and benzyl. The benzyl cyclopentadiene system undergoes thermal [1,5]-sigmatropic rearrangement via methoxycarbonyl migrations while the other cyclopentadienes undergo C-alkyl bond heterolysis to ion-pair intermediates, which are scavenged by solvent. First-order rate constants for solvolysis of the methoxymethyl, 1-adamantyl, and p-methoxybenzyl systems in methanol solvent were determined and that for the benzhydryl system was estimated from a single measurement of the half-life.