(E)-2,4-dimethoxycinnamic acid isopropyl ester | 140111-45-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2,4-dimethoxycinnamic acid isopropyl ester
• 英文别名: 2,4-dimethoxycinnamic acid isopropyl ester；3-(2,4-Dimethoxy-phenyl)-acrylic acid isopropyl ester；propan-2-yl (E)-3-(2,4-dimethoxyphenyl)prop-2-enoate
• CAS: 140111-45-1
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: QWCSYPVJZXAGMV-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2,4-dimethoxycinnamic acid isopropyl ester 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 生成 3-(2,4-dimethoxyphenyl)propyl alcohol
  参考文献：
  名称：

  间苯二酚[4]芳烃与三价铁在氯仿中的相互作用

  摘要：

  在侧链上带有碳烷氧基的间苯二酚八甲基醚已被证明与有机介质中的 FeIII 相互作用。使用 GaIII 代替 FeIII 进行的 1H-NMR 研究表明，这些系统具有两个相互作用的活性位点，第一个位于芳族部分，另一个位于羰基附近。为了证实这一点，已发现侧链中不含羰基的间苯二酚仅具有一个活性位点。值得注意的是，在后一种情况下，相互作用会导致构型变化。

  DOI：

  10.1002/(sici)1099-0690(200003)2000:5<841::aid-ejoc841>3.0.co;2-m

文献信息

• A Novel Route to Calix[4]arenes. 2. Solution- and Solid-State Structural Analyses and Molecular Modeling Studies
  作者：Bruno Botta、Maria Cristina Di Giovanni、Giuliano Delle Monache、Maria Cristina De Rosa、Eszter Gacs-Baitz、Maurizio Botta、Federico Corelli、Andrea Tafi、Antonello Santini

  DOI：10.1021/jo00085a047

  日期：1994.3

  A versatile route to a series of C-alkylcalix[4]resorcinarenes has been developed, using 2,4-dimethoxycinnamates as starting materials under carefully controlled reaction conditions employing BF3 as a Lewis acid catalyst. Depending on the reaction conditions and the nature of the ester side chain in the cinnamates, the calixarenes can adopt 1,2-alternate, 1,3-alternate, or flattened-cone conformational states. An extensive study, relating to the influence of the Lewis acid, temperature, and reaction time, has provided information on the relative ratios of the different conformations and their interconversion. Structural assignments are based on detailed spectroscopic analyses including X-ray analyses. The latter provide evidence of their molecular structure and shape in the solid state. A detailed molecular modeling study has been completed and is described. From the data obtained, good agreement with NMR data, X-ray analyses and experimental results is observed.