Acrylic acid 10-(3-hydroxy-2-hydroxymethyl-2-methyl-propionyloxy)-decyl ester | 659725-32-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Acrylic acid 10-(3-hydroxy-2-hydroxymethyl-2-methyl-propionyloxy)-decyl ester
• 英文别名: 10-prop-2-enoyloxydecyl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate
• CAS: 659725-32-3
• 化学式: C₁₈H₃₂O₆
• 分子量: 344.448
• InChiKey: UUXJDAKMGCKIRL-UHFFFAOYSA-N

物化性质

• 沸点：
  474.4±25.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  24.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,2,5-trimethyl-1,3-dioxane-5-carboxylic anhydride 、 Acrylic acid 10-(3-hydroxy-2-hydroxymethyl-2-methyl-propionyloxy)-decyl ester 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到10-[2,2-bis[(2,2,5-trimethyl-1,3-dioxan-5-yl)carbonyloxymethyl]propanoyloxy]decyl acrylate
  参考文献：
  名称：

  Dendronized Aliphatic Polymers by a Combination of ATRP and Divergent Growth

  摘要：

  Dendronized, hybrid dendritic-linear polymers were synthesized by either the "graft-onto" route or by atom transfer radical polymerization (ATRP) of macromonomers. In both ways, the main chain was composed of acrylate repeating units and the dendrons were based on the aliphatic ester skeleton obtained from 2,2-bis(methylol)propionic acid (bis-MPA). ATRP of macromonomers was not a viable route for monomers with side chains larger than second-generation dendrons, which is why a combination of the two approaches was required to obtain polymers with larger side chains. The "graft-onto" route was conducted by reacting hydroxyl groups on the main chain with the acetonide-protected 2,2-bis(hydroxymethyl)propionic anhydride. The acetonide protecting group was easily removed by treating a solution of the polymer with an acidic ion-exchange resin. Dendronized polymers with 1-3 generation dendron side groups were synthesized with a maximum molecular weight of ca. 86 kDa. The products were analyzed by H-1 and C-13 NMR, SEC, and MALDI-TOF.

  DOI：

  10.1021/ma0347464
• 作为产物：
  描述：

  1,10-癸二醇 在 吡啶 、 4-二甲氨基吡啶 、 DOWEX 5-W-X₂ resin 、 TEA 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Acrylic acid 10-(3-hydroxy-2-hydroxymethyl-2-methyl-propionyloxy)-decyl ester
  参考文献：
  名称：

  Dendronized Aliphatic Polymers by a Combination of ATRP and Divergent Growth

  摘要：

  Dendronized, hybrid dendritic-linear polymers were synthesized by either the "graft-onto" route or by atom transfer radical polymerization (ATRP) of macromonomers. In both ways, the main chain was composed of acrylate repeating units and the dendrons were based on the aliphatic ester skeleton obtained from 2,2-bis(methylol)propionic acid (bis-MPA). ATRP of macromonomers was not a viable route for monomers with side chains larger than second-generation dendrons, which is why a combination of the two approaches was required to obtain polymers with larger side chains. The "graft-onto" route was conducted by reacting hydroxyl groups on the main chain with the acetonide-protected 2,2-bis(hydroxymethyl)propionic anhydride. The acetonide protecting group was easily removed by treating a solution of the polymer with an acidic ion-exchange resin. Dendronized polymers with 1-3 generation dendron side groups were synthesized with a maximum molecular weight of ca. 86 kDa. The products were analyzed by H-1 and C-13 NMR, SEC, and MALDI-TOF.

  DOI：

  10.1021/ma0347464

文献信息

• Dendronized Aliphatic Polymers by a Combination of ATRP and Divergent Growth
  作者：Michael Malkoch、Anna Carlmark、Andreas Woldegiorgis、Anders Hult、Eva E. Malmström

  DOI：10.1021/ma0347464

  日期：2004.1.1

  Dendronized, hybrid dendritic-linear polymers were synthesized by either the "graft-onto" route or by atom transfer radical polymerization (ATRP) of macromonomers. In both ways, the main chain was composed of acrylate repeating units and the dendrons were based on the aliphatic ester skeleton obtained from 2,2-bis(methylol)propionic acid (bis-MPA). ATRP of macromonomers was not a viable route for monomers with side chains larger than second-generation dendrons, which is why a combination of the two approaches was required to obtain polymers with larger side chains. The "graft-onto" route was conducted by reacting hydroxyl groups on the main chain with the acetonide-protected 2,2-bis(hydroxymethyl)propionic anhydride. The acetonide protecting group was easily removed by treating a solution of the polymer with an acidic ion-exchange resin. Dendronized polymers with 1-3 generation dendron side groups were synthesized with a maximum molecular weight of ca. 86 kDa. The products were analyzed by H-1 and C-13 NMR, SEC, and MALDI-TOF.