methyl 5-(dodecylcarbamoyl)pyridine-2-carboxylate | 636590-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: methyl 5-(dodecylcarbamoyl)pyridine-2-carboxylate
• CAS: 636590-07-3
• 化学式: C₂₀H₃₂N₂O₃
• 分子量: 348.486
• InChiKey: RWAUWDWRPDDJRX-UHFFFAOYSA-N

物化性质

• 沸点：
  514.0±35.0 °C(Predicted)
• 密度：
  1.017±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  25.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  68.29
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 5-(dodecylcarbamoyl)pyridine-2-carboxylate 在 sodium hydroxide 作用下， 反应 1.0h， 生成 5-(Dodecylcarbamoyl)pyridine-2-carboxylic acid
  参考文献：
  名称：

  Characterizing the “Shell Phase” Formed from Amphiphilic Picolinates

  摘要：

  The shell phase forms when certain picolinates are subjected to energy input (via sonication or vortexing) while exposed to a water/toluene mixture. A shell, about 600 A thick and containing the picolinate and (very likely) toluene, surround the water droplets that are always produced during the mixing process. Solubility in either phase appears to be deleterious to shell formation. The shells, stable for months, are not easily distorted but can be punctured, even skewered, with a syringe needle without destroying the sphere, yet there is enough mobility among the molecules to repair the physical damage after the needle is removed. This, plus the absence of evidence for crystallinity, suggests a solid or semisolid film forms when picolinates, with the aid of an aromatic solvent, are provided the energy to rearrange themselves on water droplet surfaces. Structure-activity comparisons among the 10 compounds studied indicate that chain-chain association and intermolecular hydrogen bonding are dominant forces in a side-by-side self-assembly of the molecules within the shells.

  DOI：

  10.1021/ja053432o
• 作为产物：
  描述：

  2,5-二吡啶羧酸 在 硫酸 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 methyl 5-(dodecylcarbamoyl)pyridine-2-carboxylate
  参考文献：
  名称：

  Characterizing the “Shell Phase” Formed from Amphiphilic Picolinates

  摘要：

  The shell phase forms when certain picolinates are subjected to energy input (via sonication or vortexing) while exposed to a water/toluene mixture. A shell, about 600 A thick and containing the picolinate and (very likely) toluene, surround the water droplets that are always produced during the mixing process. Solubility in either phase appears to be deleterious to shell formation. The shells, stable for months, are not easily distorted but can be punctured, even skewered, with a syringe needle without destroying the sphere, yet there is enough mobility among the molecules to repair the physical damage after the needle is removed. This, plus the absence of evidence for crystallinity, suggests a solid or semisolid film forms when picolinates, with the aid of an aromatic solvent, are provided the energy to rearrange themselves on water droplet surfaces. Structure-activity comparisons among the 10 compounds studied indicate that chain-chain association and intermolecular hydrogen bonding are dominant forces in a side-by-side self-assembly of the molecules within the shells.

  DOI：

  10.1021/ja053432o