1,3,5-tris(1-oxo-3-ethoxycarbonylpropyl) benzene | 1394979-75-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3,5-tris(1-oxo-3-ethoxycarbonylpropyl) benzene
• 英文别名: Ethyl 3-[3,5-bis(3-ethoxy-3-oxopropanoyl)phenyl]-3-oxopropanoate
• CAS: 1394979-75-9
• 化学式: C₂₁H₂₄O₉
• 分子量: 420.416
• InChiKey: RINMNLFGSCLUIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  在 硫酸 作用下， 以 乙醇 、 甲苯 为溶剂， 以73%的产率得到1,3,5-tris(1-oxo-3-ethoxycarbonylpropyl) benzene
  参考文献：
  名称：

  Convenient synthesis and characterization of molecules containing multiple β-keto ester units

  摘要：

  Three compounds containing two beta-keto ester units and one containing three were obtained in good yields from sebacyl, terepthaloyl, isophthaloyl, and trimesoyl chlorides. In this one pot procedure the acid chlorides were first treated with ethyl acetoacetate and barium oxide and then with ethyl alcohol. The aliphatic ester exists mainly as keto ester with a very small amount of the enol tautomer. In the case of aromatic esters, all possible tautomers were found in considerable concentrations in deuterochloroform solution. Theoretical chemical shifts were estimated from GIAO/WP04/aug-cc-pVDZ/SCRF calculations, for a probable signal assignation for the corresponding tautomeric species. Our theoretical results are in agreement with experimental findings and account for negligible stability differences between the tautomers of each aromatic compound. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.025