(E)-methyl 5-benzylidene-3-tert-butylcyclopenta-1,3-dienecarboxylate | 1312150-44-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-methyl 5-benzylidene-3-tert-butylcyclopenta-1,3-dienecarboxylate
• CAS: 1312150-44-9
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: DBDNJYAIMUCGNS-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-methyl 5-benzylidene-3-tert-butylcyclopenta-1,3-dienecarboxylate 以 氘代氯仿 为溶剂， 反应 192.33h， 生成 dimethyl 2-benzylidene-4,5-diphenylcyclopenta-3,5-diene-1,3-dicarboxylate
  参考文献：
  名称：

  Demonstration of the facile reversibility of fulvene formation

  摘要：

  Cleavage of fulvenes under mild conditions and interchange between electron-deficient fulvenes and their constituent cyclopentadienes and imines is demonstrated for the first time. A series of cyclopentadienes and imines are investigated to probe the dependence of fulvene equilibration on structure. The exchange of one fulvene for another is demonstrated in the first reported example of transfulvenation. Finally, the metathesis of two fulvenes to generate all four possible cross products is shown. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.094
• 作为产物：
  描述：

  6,6-二甲基-5-亚甲基-1,3-环戊二烯 、 甲基锂 、 苯甲醛 、 氯甲酸甲酯 以 乙醚 为溶剂， 反应 2.0h， 以130 mg的产率得到(E)-methyl 5-benzylidene-3-tert-butylcyclopenta-1,3-dienecarboxylate
  参考文献：
  名称：

  Demonstration of the facile reversibility of fulvene formation

  摘要：

  Cleavage of fulvenes under mild conditions and interchange between electron-deficient fulvenes and their constituent cyclopentadienes and imines is demonstrated for the first time. A series of cyclopentadienes and imines are investigated to probe the dependence of fulvene equilibration on structure. The exchange of one fulvene for another is demonstrated in the first reported example of transfulvenation. Finally, the metathesis of two fulvenes to generate all four possible cross products is shown. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.094