2,4-Dihydroxy-5-methoxycarbonylbenzoic acid | 16476-15-6

• 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: 2,4-Dihydroxy-5-methoxycarbonylbenzoic acid
• 英文别名: 2,4-dihydroxy-5-methoxycarbonylbenzoic acid
• CAS: 16476-15-6
• 化学式: C₉H₈O₆
• 分子量: 212.159
• InChiKey: NCUJDYCSAYXQPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-Dihydroxy-5-methoxycarbonylbenzoic acid 、 正丁胺 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以65%的产率得到Methyl 5-(butylcarbamoyl)-2,4-dihydroxybenzoate
  参考文献：
  名称：

  The self-assembly of six-petal microflowers by hydrogen-bonded shape-persistent triangular aromatic hydrazide derivatives

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2010.06.021
• 作为产物：
  描述：

  甲醇 、 4,6-二羟基间苯二甲酸 在 硫酸 作用下， 反应 9.0h， 以44%的产率得到2,4-Dihydroxy-5-methoxycarbonylbenzoic acid
  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

• Vesicles and Organogels from Foldamers: A Solvent-Modulated Self-Assembling Process
  作者：Wei Cai、Gui-Tao Wang、Yun-Xiang Xu、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1021/ja801618p

  日期：2008.6.1

  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.
• 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.