7-Bromo-1,3-dioxo-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester | 199169-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-Bromo-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-bromo-2,4-dioxo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-8-carboxylate
• CAS: 199169-34-1
• 化学式: C₁₅H₆BrCl₃O₅
• 分子量: 452.473
• InChiKey: VNJFNEIHGIIDBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Bromo-1,3-dioxo-1H,3H-benzo[de]isochromene-6-carboxylic acid 2,2,2-trichloro-ethyl ester 在 palladium diacetate 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 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 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 32.33h， 生成 7-Bromo-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.