N-butyl-2,4-bis[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-5-(hydrazinecarbonyl)benzamide | 1031691-47-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-butyl-2,4-bis[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-5-(hydrazinecarbonyl)benzamide
• CAS: 1031691-47-0
• 化学式: C₅₂H₉₃N₇O₈
• 分子量: 944.353
• InChiKey: XTSAIZNKTJEWBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.3
• 重原子数：
  67
• 可旋转键数：
  43
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  202
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-butyl-2,4-bis[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-5-(hydrazinecarbonyl)benzamide 、 2-methoxy-3-(methoxycarbonyl)benzoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以78%的产率得到methyl 3-(2-(5-(butylcarbamoyl)-2,4-bis(2-((2-(dioctylamino)-2-oxoethyl)amino)-2-oxoethoxy)benzoyl)hydrazine-1-carbonyl)-2-methoxybenzoate
  参考文献：
  名称：

  Vesicles and Organogels from Foldamers: A Solvent-Modulated Self-Assembling Process

  摘要：

  Nonamphiphilic, hydrogen-bonded hydrazide foldamers appended with four or six long flexible chains were revealed to spontaneously assemble to form vesicles in methanol and organogels in aliphatic hydrocarbons. SEM, AFM, TEM, DLS, and fluorescence microscopy were all used to identify the structures of the vesicles. It was proposed that intermolecular pi stacking of the folded frameworks and hydrogen bonding of the amide units in the appended chains induced the molecules to produce cylindrical aggregates. In polar methanol, these aggregates packed together to generate one-layered vesicles owing to hydrophobically induced entanglement of the peripheral chains, while in nonpolar hydrocarbons, the peripheral chains entwined across stacked cylinders to form three-dimensional networks and thus immobilize the liquid molecules.

  DOI：

  10.1021/ja801618p
• 作为产物：
  描述：

  在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 9.0h， 以85%的产率得到N-butyl-2,4-bis[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-5-(hydrazinecarbonyl)benzamide
  参考文献：
  名称：

  Vesicles and Organogels from Foldamers: A Solvent-Modulated Self-Assembling Process

  摘要：

  Nonamphiphilic, hydrogen-bonded hydrazide foldamers appended with four or six long flexible chains were revealed to spontaneously assemble to form vesicles in methanol and organogels in aliphatic hydrocarbons. SEM, AFM, TEM, DLS, and fluorescence microscopy were all used to identify the structures of the vesicles. It was proposed that intermolecular pi stacking of the folded frameworks and hydrogen bonding of the amide units in the appended chains induced the molecules to produce cylindrical aggregates. In polar methanol, these aggregates packed together to generate one-layered vesicles owing to hydrophobically induced entanglement of the peripheral chains, while in nonpolar hydrocarbons, the peripheral chains entwined across stacked cylinders to form three-dimensional networks and thus immobilize the liquid molecules.

  DOI：

  10.1021/ja801618p