methyl-3,5-di(2-methyl-1-pentoxy)benzoate | 636984-51-5

• 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: methyl-3,5-di(2-methyl-1-pentoxy)benzoate
• 英文别名: methyl 3,5-bis(2-methylpentoxy)benzoate
• CAS: 636984-51-5
• 化学式: C₂₀H₃₂O₄
• 分子量: 336.472
• InChiKey: NMKJQIJWKHJRLT-UHFFFAOYSA-N

物化性质

• 沸点：
  430.4±25.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl-3,5-di(2-methyl-1-pentoxy)benzoate 在 lithium aluminium tetrahydride 、 18-冠醚-6 、 偶氮二甲酸二异丙酯 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 30.25h， 生成 3-[3,5-Bis-(2-methyl-pentyloxy)-benzyloxy]-5-[3-(naphthalen-2-yl-phenyl-amino)-benzyloxy]-benzoic acid methyl ester
  参考文献：
  名称：

  Controlling Solubility and Modulating Peripheral Function in Dendrimer Encapsulated Dyes

  摘要：

  The synthesis of large dendrons and dendrimers with site-isolated dyes at their core has been explored. The dyes selected for this work were coumarin 343 and pentathiophene, as energy transfer processes prevail when the two dyes are intimately mixed but each should behave independently of the other if site-isolation is achieved. Because the two dyes have very different functional characteristics, a protocol involving orthogonal protecting groups and allowing the use of a single family of electroactive dendrons for their encapsulation had to be developed. The synthetic protocol must balance the need to incorporate electroactive groups at the periphery of the dendrons with the requirement for high solubility and a size sufficient to fully encapsulate the central dye. Because of their poor solubility and tendency to crystallize, dendrons with uniform triarylamine substitution proved unsatisfactory leading to the development of new unsymmetrical dendrons with alternating branched alkyl groups and triarylamine moieties at their periphery. These dendrons, which show excellent solubility and no tendency to crystallize, were assembled into large dendrimers using a modular protocol with the light emitting dye at their core. It is expected that the large size of the dendritic shell will provide effective site-isolation for the encapsulated central dyes enabling them to exhibit their intrinsic emission properties with minimal energy transfer between neighboring core fluorophores when processed in bulk thin films.

  DOI：

  10.1021/ja037133f
• 作为产物：
  描述：

  2-甲基-1-戊醇 、 3,5-二羟基苯甲酸甲酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 以73%的产率得到methyl-3,5-di(2-methyl-1-pentoxy)benzoate
  参考文献：
  名称：

  Controlling Solubility and Modulating Peripheral Function in Dendrimer Encapsulated Dyes

  摘要：

  The synthesis of large dendrons and dendrimers with site-isolated dyes at their core has been explored. The dyes selected for this work were coumarin 343 and pentathiophene, as energy transfer processes prevail when the two dyes are intimately mixed but each should behave independently of the other if site-isolation is achieved. Because the two dyes have very different functional characteristics, a protocol involving orthogonal protecting groups and allowing the use of a single family of electroactive dendrons for their encapsulation had to be developed. The synthetic protocol must balance the need to incorporate electroactive groups at the periphery of the dendrons with the requirement for high solubility and a size sufficient to fully encapsulate the central dye. Because of their poor solubility and tendency to crystallize, dendrons with uniform triarylamine substitution proved unsatisfactory leading to the development of new unsymmetrical dendrons with alternating branched alkyl groups and triarylamine moieties at their periphery. These dendrons, which show excellent solubility and no tendency to crystallize, were assembled into large dendrimers using a modular protocol with the light emitting dye at their core. It is expected that the large size of the dendritic shell will provide effective site-isolation for the encapsulated central dyes enabling them to exhibit their intrinsic emission properties with minimal energy transfer between neighboring core fluorophores when processed in bulk thin films.

  DOI：

  10.1021/ja037133f