2-hydroxyhexane-1,6-diyl bis(2-methylacrylate) | 1262438-24-3

• 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: 2-hydroxyhexane-1,6-diyl bis(2-methylacrylate)
• CAS: 1262438-24-3
• 化学式: C₁₄H₂₂O₅
• 分子量: 270.326
• InChiKey: HBBFKRMOJNWCJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  19.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1,2,6-己三醇 、 甲基丙烯酸甲酯 在 Novozyme 435 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 120.0h， 生成 5,6-dihydroxyhexyl methacrylate 、 2,6-Dihydroxyhexyl 2-methylprop-2-enoate 、 1,6-Dihydroxyhexan-2-yl 2-methylprop-2-enoate 、 2,6-dimethacryloyl-1,2,6-hexanetriol 、 2-hydroxyhexane-1,6-diyl bis(2-methylacrylate)
  参考文献：
  名称：

  Hydroxy functional acrylate and methacrylate monomers prepared via lipase—catalyzed transacylation reactions

  摘要：

  Candida antarctica lipase B (CAL-B, Novozyme 435) catalyzes the transacylation of methyl acrylate and methyl methacrylate with diols and triols in 2-methyl-2-butanol at 50 degrees C. Under the experimental conditions, up to 70 mol% of the acyl donor methyl acrylate was converted. Methyl methacrylate is the less efficient acyl donor (up to 60 mol%) due to the higher sterical hindrance in the enzymatic transacylation. Under the reaction conditions high yields of the mono-acylated products are obtained, which contain minor amounts of bis(meth)acrylates. In addition it was observed that Novozyme 435 catalyzes regioselectively the acylation of the primary hydroxyl groups. In comparison with the chemical catalyzed route no selectivity was observed for unsubstituted diols. For substituted diols more mono-acylated product was formed in the lipase-catalyzed reaction than in the chemical catalyzed reaction. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2009.09.008