methyl 3,4-bis(dodecyloxy)-5-hydroxybenzoate | 477197-48-1

• 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: methyl 3,4-bis(dodecyloxy)-5-hydroxybenzoate
• 英文别名: Methyl 3,4-didodecoxy-5-hydroxybenzoate
• CAS: 477197-48-1
• 化学式: C₃₂H₅₆O₅
• 分子量: 520.794
• InChiKey: LXODEOLMAPUXGB-UHFFFAOYSA-N

物化性质

• 沸点：
  618.7±50.0 °C(Predicted)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  37
• 可旋转键数：
  26
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3,4-bis(dodecyloxy)-5-hydroxybenzoate 在 吡啶 、 氢氧化钾 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2-Methylprop-2-enoyl 3,4-didodecoxy-5-[12-(2-methylprop-2-enoyloxy)dodecoxy]benzoate
  参考文献：
  名称：

  A facile route to multi-functionalization of methyl gallate: pivotal synthons for mesomorphic materials

  摘要：

  The preparation of mono-, di- and trisubstituted gallic derivatives is described using either 1-bromododecane or 12-bromo-1-dodecanol. After saponification of the methyl ester bearing the dodecanol groups, subsequent functionalization with methacryloyl chloride provides the hybrid methacrylate esters/anhydride species. Selective cleavage of the anhydride function gives rise to the corresponding acids, which have been further functionalized to the imine derivative 15 by condensation with 4-[imino-4-(toluyl)]phenol. This reaction is made possible using the acidic form of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC.HCI) and dimethylaminopyridine (DMAP). Selective hydrolysis of the imine function with a HCl-treated silica provides the targeted aniline in excellent yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01101-2
• 作为产物：
  描述：

  没食子酸甲酯 、 溴代十二烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以43.5%的产率得到methyl 3,4-bis(dodecyloxy)-5-hydroxybenzoate
  参考文献：
  名称：

  具有两个丁二炔单元的大环化合物的合成与固态聚合

  摘要：

  成功合成了具有两个丁二炔和四个十二烷氧基取代的苯甲酰胺部分的大环化合物1，其环结构经MALDI-TOF质谱和1H NMR谱证实。取决于用于固化的溶剂，化合物 1 显示出两种改性。在紫外线照射后，在 500 nm 附近观察到聚二乙炔的特征激子吸收带，用于其中一种修饰。拉曼光谱证实了丁二炔部分向相应聚二乙炔结构的定量转化。

  DOI：

  10.1246/bcsj.20160418

文献信息

• Synthesis and Solid-State Polymerization of a Macrocyclic Compound with Two Butadiyne Units
  作者：Kohei Kikuchi、Yoko Tatewaki、Shuji Okada

  DOI：10.1246/bcsj.20160418

  日期：2017.4.15

  A macrocyclic compound 1 with two butadiyne and four dodecyloxy-substituted benzamide moieties was successfully synthesized, and its ring structure was confirmed by the MALDI-TOF mass spectra and the 1H NMR spectra. Compound 1 showed two modifications depending on solvent for the solidification. Characteristic excitonic absorption bands of polydiacetylene were observed at around 500 nm for one of the

  成功合成了具有两个丁二炔和四个十二烷氧基取代的苯甲酰胺部分的大环化合物1，其环结构经MALDI-TOF质谱和1H NMR谱证实。取决于用于固化的溶剂，化合物 1 显示出两种改性。在紫外线照射后，在 500 nm 附近观察到聚二乙炔的特征激子吸收带，用于其中一种修饰。拉曼光谱证实了丁二炔部分向相应聚二乙炔结构的定量转化。
• A facile route to multi-functionalization of methyl gallate: pivotal synthons for mesomorphic materials
  作者：Patrick Nguyen、Laurent Douce、Raymond Ziessel

  DOI：10.1016/s0040-4039(02)01101-2

  日期：2002.7

  The preparation of mono-, di- and trisubstituted gallic derivatives is described using either 1-bromododecane or 12-bromo-1-dodecanol. After saponification of the methyl ester bearing the dodecanol groups, subsequent functionalization with methacryloyl chloride provides the hybrid methacrylate esters/anhydride species. Selective cleavage of the anhydride function gives rise to the corresponding acids, which have been further functionalized to the imine derivative 15 by condensation with 4-[imino-4-(toluyl)]phenol. This reaction is made possible using the acidic form of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC.HCI) and dimethylaminopyridine (DMAP). Selective hydrolysis of the imine function with a HCl-treated silica provides the targeted aniline in excellent yield. (C) 2002 Elsevier Science Ltd. All rights reserved.