N-butyl-5-(hydrazinecarbonyl)-2,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzamide | 1239762-34-5

• 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: N-butyl-5-(hydrazinecarbonyl)-2,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzamide
• CAS: 1239762-34-5
• 化学式: C₂₆H₄₅N₃O₁₀
• 分子量: 559.657
• InChiKey: SSIFQQYDXONLKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  39
• 可旋转键数：
  25
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  158
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  N-butyl-5-(hydrazinecarbonyl)-2,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzamide 、 4,6-二羟基苯-1,3-二甲醛 以 正丁醇 为溶剂， 反应 12.0h， 以95%的产率得到
  参考文献：
  名称：

  Hydrogen-bonded benzylidenebenzohydrazide macrocycles and oligomers: testing the robust capacity of an amide chain in promoting the formation of vesicles

  摘要：

  This Letter describes 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethoxyl (DPAOE)-tuned self-assembly of vesicles from rigid macrocycles and foldamer-like oligomers. The molecules are prepared through the formation of reversible hydrazone bonds from aldehyde and benzo-hydrazide precursors, which are further facilitated by intramolecular N center dot center dot center dot H-O hydrogen bonding. SEM. AFM, and fluorescent encapsulation studies reveal that the molecules all self-assemble into vesicular structures in methanol, while similar molecules bearing the triethylene glycol or n-decyl chains do not. The results illustrate that DOAOE is robust in promoting the formation of vesicles for aromatic Systems in polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.076
• 作为产物：
  描述：

  Methyl 5-(butylcarbamoyl)-2,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzoate 在 肼 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以90%的产率得到N-butyl-5-(hydrazinecarbonyl)-2,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzamide
  参考文献：
  名称：

  Hydrogen-bonded benzylidenebenzohydrazide macrocycles and oligomers: testing the robust capacity of an amide chain in promoting the formation of vesicles

  摘要：

  This Letter describes 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethoxyl (DPAOE)-tuned self-assembly of vesicles from rigid macrocycles and foldamer-like oligomers. The molecules are prepared through the formation of reversible hydrazone bonds from aldehyde and benzo-hydrazide precursors, which are further facilitated by intramolecular N center dot center dot center dot H-O hydrogen bonding. SEM. AFM, and fluorescent encapsulation studies reveal that the molecules all self-assemble into vesicular structures in methanol, while similar molecules bearing the triethylene glycol or n-decyl chains do not. The results illustrate that DOAOE is robust in promoting the formation of vesicles for aromatic Systems in polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.076

文献信息

• The self-assembly of six-petal microflowers by hydrogen-bonded shape-persistent triangular aromatic hydrazide derivatives
  作者：Jian-Bin Lin、Gui-Tao Wang、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1016/j.tetlet.2010.06.021

  日期：2010.8

  Six-petal microflowers have been self-assembled in methanol from C(3)-symmetric shape-persistent triangular aromatic hydrazide derivatives. Nine intramolecular hydrogen bonds are used to enhance the planarity of the aromatic backbone, while six 2-(2-(2-methoxyethoxy)ethoxy)-ethoxyl groups are appended to the rigid aromatic backbone. Scanning electron microscopy (SEM) images show that the molecules form unique six-petal flower-like aggregates in methanol. A self-assembling mechanism that is similar to the formation of snowflakes has been proposed. (C) 2010 Elsevier Ltd. All rights reserved.
• Hydrogen-bonded benzylidenebenzohydrazide macrocycles and oligomers: testing the robust capacity of an amide chain in promoting the formation of vesicles
  作者：Ben-Ye Lu、Guang-Jun Sun、Jian-Bin Lin、Xi-Kui Jiang、Xin Zhao、Zhan-Ting Li

  DOI：10.1016/j.tetlet.2010.05.076

  日期：2010.7

  This Letter describes 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethoxyl (DPAOE)-tuned self-assembly of vesicles from rigid macrocycles and foldamer-like oligomers. The molecules are prepared through the formation of reversible hydrazone bonds from aldehyde and benzo-hydrazide precursors, which are further facilitated by intramolecular N center dot center dot center dot H-O hydrogen bonding. SEM. AFM, and fluorescent encapsulation studies reveal that the molecules all self-assemble into vesicular structures in methanol, while similar molecules bearing the triethylene glycol or n-decyl chains do not. The results illustrate that DOAOE is robust in promoting the formation of vesicles for aromatic Systems in polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.