4-chloro-2-butyl butanoate

• 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: 4-chloro-2-butyl butanoate
• 英文别名: 4-Chlorobutan-2-yl butanoate
• 化学式: C₈H₁₅ClO₂
• 分子量: 178.659
• InChiKey: HWHVXTYZAOWYST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-丁二醇 、 丁酸 在 三甲基氯硅烷 作用下， 反应 48.0h， 以57%的产率得到4-chloro-2-butyl butanoate
  参考文献：
  名称：

  Influence of Carboxylic Acids on the Synthesis of Chlorohydrin Esters from 1,3‐Butanediol

  摘要：

  The influence of diverse carboxylic acid on the preparation of chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents (chlorotrimethylsilane) acts as solvent, is described. Whereas the acid with low pKa provided higher amounts of the 2-chloro regioisomer, the ones with higher pKa rendered the 1-chloro regioisomer in 80% yield. These results are in accordance with the mechanism proposed in a previous article.

  DOI：

  10.1080/00397910500514055

文献信息

• Influence of Carboxylic Acids on the Synthesis of Chlorohydrin Esters from 1,3‐Butanediol
  作者：Jordi Eras、Jonh Jairo Méndez、Mercè Balcells、Ramon Canela

  DOI：10.1080/00397910500514055

  日期：2006.5

  The influence of diverse carboxylic acid on the preparation of chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents (chlorotrimethylsilane) acts as solvent, is described. Whereas the acid with low pKa provided higher amounts of the 2-chloro regioisomer, the ones with higher pKa rendered the 1-chloro regioisomer in 80% yield. These results are in accordance with the mechanism proposed in a previous article.