2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethyl chloride | 1031691-45-8

• 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: 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethyl chloride
• CAS: 1031691-45-8
• 化学式: C₂₀H₃₉ClN₂O₂
• 分子量: 374.995
• InChiKey: ZBGNSZBWMJFORE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  25.0
• 可旋转键数：
  17.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethyl chloride 、 4,6-二羟基苯-1,3-二甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以67%的产率得到2-[[2-[5-[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-2,4-diformylphenoxy]acetyl]amino]-N,N-dioctylacetamide
  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：

  Dioctylcarbamoylmethyl-carbamic acid tert-butyl ester 、 氯乙酸 在 三氟乙酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 以75%的产率得到2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethyl chloride
  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

文献信息

• Self-Assembly of Vesicles by a 2,6-Di(7-benzamidy)quinolin-2- yl)pyridine Derivative Tuned by an Amphiphilic Amide Chain
  作者：Liyan You、Xin Zhao、Zhanting Li

  DOI：10.1002/cjoc.201090263

  日期：2010.9

  (DOAOE)‐tuned self‐assembly of vesicles from a 2,6‐di(7‐benzamidy)‐quinolin‐2‐yl)pyridine derivative. Scanning electron (SEM), transmission electron (TEM) and optical microscopy and dynamic light scattering (DLS) studies reveal that the molecule self‐assembles into vesicular structures in methanol. The influence of the transition metal ions and trifluoroacetic acid on the formation of the vesicles was investigated

  本文描述了2-（2-（二辛基氨基）-2-氧代乙基氨基）-2-氧代乙氧基（DOAOE）调节的自2,6-二（7-苯甲酰胺）-喹啉-2-基囊泡的自组装）吡啶衍生物。扫描电子（SEM），透射电子（TEM），光学显微镜和动态光散射（DLS）研究表明，该分子在甲醇中自组装成囊状结构。研究了过渡金属离子和三氟乙酸对囊泡形成的影响。结果表明，DOAOE在促进极性介质中芳香系统囊泡的形成方面具有强大作用。
• p-Phenyleneethynylene-based comb-like oligomers: the synthesis and self-assembling property
  作者：Liu-Gang Wang、Tian-Guang Zhan、Xin Zhao、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1016/j.tet.2012.01.082

  日期：2012.7

  This paper describes the self-assembling property of three series of p-phenyleneethynylene based comb-like oligomers, which carry multiple peripheral side chains of different polarity. The new oligomers are prepared readily through the formation of the hydrazone bonds from the corresponding aldehyde and gallic acid-derived benzohydrazides. In polar solvents such as methanol and ethanol, the oligomers that bear n-decyl or 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethoxyl unit (DOAOE) segments as the side chains are revealed to form vesicular structures, while the oligomers carrying hydrophilic oligo(ethyleneglycol) side chains do not. The structures of the vesicles are evidenced by SEM, AFM, TEM, and dye-encapsulation experiments. UV-vis absorption spectroscopic experiments suggest that the vesicles are generated through the stacking of the conjugated backbones, which is promoted by the solvophobic interaction of the peripheral side chains. (C) 2012 Elsevier Ltd. All rights reserved.