7-(4-Formyl-phenyl)-1,3-dioxo-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester | 199169-35-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-(4-Formyl-phenyl)-1,3-dioxo-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester
• 英文别名: 2,2,2-Trichloroethyl 10-(4-formylphenyl)-2,4-dioxo-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaene-8-carboxylate
• CAS: 199169-35-2
• 化学式: C₂₂H₁₁Cl₃O₆
• 分子量: 477.685
• InChiKey: FNGZUCRBOOQNMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Trichlorethyl PP-Diethylphosphonoacetat 、 7-(4-Formyl-phenyl)-1,3-dioxo-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以60%的产率得到1,3-Dioxo-7-{4-[(E)-2-(2,2,2-trichloro-ethoxycarbonyl)-vinyl]-phenyl}-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester
  参考文献：
  名称：

  Toward Covalently Linked Organic Networks:  Model Studies and Connector Syntheses

  摘要：

  A model 1-naphthoic acid bearing a peri-positioned cinnamic acid residue crystallizes as a closed H-bonded dimer. Irradiation of this crystalline solid provides an alpha-truxillate-type cyclobutane photodimer in quantitative yield, Further synthesis studies have led to more highly functionalized naphthoic/cinnamic acid species capable of(pseudo)centrosymmetric attachment to polyvalent hubs, This system demonstrates the feasibility of designing a covalent molecular connector whose orientation is encoded by its H-bonding pattern.

  DOI：

  10.1021/jo9714167
• 作为产物：
  描述：

  5-Bromoacenaphthene-6-carboxylic acid 在 4-二甲氨基吡啶 、 potassium dichromate 、 palladium diacetate 、 草酰氯 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 52.33h， 生成 7-(4-Formyl-phenyl)-1,3-dioxo-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester
  参考文献：
  名称：

  Toward Covalently Linked Organic Networks:  Model Studies and Connector Syntheses

  摘要：

  A model 1-naphthoic acid bearing a peri-positioned cinnamic acid residue crystallizes as a closed H-bonded dimer. Irradiation of this crystalline solid provides an alpha-truxillate-type cyclobutane photodimer in quantitative yield, Further synthesis studies have led to more highly functionalized naphthoic/cinnamic acid species capable of(pseudo)centrosymmetric attachment to polyvalent hubs, This system demonstrates the feasibility of designing a covalent molecular connector whose orientation is encoded by its H-bonding pattern.

  DOI：

  10.1021/jo9714167

文献信息

• Toward Covalently Linked Organic Networks:  Model Studies and Connector Syntheses
  作者：Ken S. Feldman、Robert F. Campbell、Joe C. Saunders、Chuljin Ahn、Katherine M. Masters

  DOI：10.1021/jo9714167

  日期：1997.12.1

  A model 1-naphthoic acid bearing a peri-positioned cinnamic acid residue crystallizes as a closed H-bonded dimer. Irradiation of this crystalline solid provides an alpha-truxillate-type cyclobutane photodimer in quantitative yield, Further synthesis studies have led to more highly functionalized naphthoic/cinnamic acid species capable of(pseudo)centrosymmetric attachment to polyvalent hubs, This system demonstrates the feasibility of designing a covalent molecular connector whose orientation is encoded by its H-bonding pattern.