diethyl 1-(2-ethoxy-2-oxoethyl)-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate | 55932-16-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 1-(2-ethoxy-2-oxoethyl)-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate
• 英文别名: 1-ethoxycarbonylmethyl-3,4-dihydroxy-pyrrole-2,5-dicarboxylic acid diethyl ester；diethyl 1-(2-ethoxy-2-oxoethyl)-3,4-dihydroxypyrrole-2,5-dicarboxylate
• CAS: 55932-16-6
• 化学式: C₁₄H₁₉NO₈
• 分子量: 329.307
• InChiKey: CSAKSSPMVJONQE-UHFFFAOYSA-N

物化性质

• 熔点：
  116-117 °C
• 沸点：
  464.8±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl 1-(2-ethoxy-2-oxoethyl)-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate 以54%的产率得到
  参考文献：
  名称：

  DALLACKER F.; MUES V., CHEM. BER. , 1975, 108, NO 2, 569-575

  摘要：

  DOI：
• 作为产物：
  描述：

  triethyl nitrilotriacetate 、 草酸二乙酯 在 sodium 作用下， 以 乙醇 为溶剂， 以70%的产率得到diethyl 1-(2-ethoxy-2-oxoethyl)-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate
  参考文献：
  名称：

  Connector Ability To Design Superhydrophobic and Oleophobic Surfaces from Conducting Polymers

  摘要：

  In the aim of creating superoleophobic surfaces using monomers with short perfluorinated chains, to avoid drawbacks associated with PFOA, original semifluorinated (C4F9, C6F13) 3,4-ethylenedioxypyrrole derivatives were synthesized. These monomers were obtained using the faster synthetic method than previously described with some analogues, characterized and electrochemically polymerized on gold plates. The obtained surfaces exhibited superhydrophobic (contact angle with water of 157 degrees and 158 degrees, respectively) and oleophobic properties (contact angle with hexadecane: 88 degrees and 108 degrees, respectively). The comparison between these new monomers and already published analogue EDOP6 confirms the importance of the bipolaronic form of conductive polymer for obtaining surface nanoporosity and as a consequence improving surface oleophobicity. Thus, little change in the molecule design of the connector and the spacer of the monomer can have a significant influence on the surface oleophobicity.

  DOI：

  10.1021/la101734s

文献信息

• N-substituted 3,4-alkylenedioxypyrroles, ester substituted dihydroxypyrroles and methods for synthesis of these pyrroles
  申请人：University of Florida Research Foundation, Inc.

  公开号：US07799932B2

  公开（公告）日：2010-09-21

  A family of N-substituted 3,4-alkylenedioxypyrrole includes monomers for of formula (I) electropolymerization to conjugated polymers and key intermediates for the preparation of the monomers. The preparation of the //-substituted 3,4-alkylenedioxypyrroles is carried out via a synthetic intermediate, an ester substituted dihydroxypyrrole. The synthetic method to prepare the //-substituted 3,4-alkylenedioxypyrrole intermediates and ultimately the N-substituted 3,4-alkylenedioxypyrrole monomers begins with a reaction to form the ester substituted dihydroxypyrrole.

  一种N-取代的3,4-烷基二氧杂吡咯家族包括单体的公式(I)，用于电聚合成共轭聚合物和制备单体的关键中间体。制备N-取代的3,4-烷基二氧杂吡咯通过合成中间体，即酯取代的二羟基吡咯进行。制备//-取代的3,4-烷基二氧杂吡咯中间体，最终制备N-取代的3,4-烷基二氧杂吡咯单体的合成方法始于反应形成酯取代的二羟基吡咯。
• N-Substituted 3,4-Alkylenedioxypyrroles, Ester Substituted Dihydroxypyrroles and Methods for Synthesis of These Pyrroles
  申请人：Reynolds John R.

  公开号：US20090149661A1

  公开（公告）日：2009-06-11

  A family of N-substituted 3,4-alkylenedioxypyrrole includes monomers for of formula (I) electropolymerization to conjugated polymers and key intermediates for the preparation of the monomers. The preparation of the //-substituted 3,4-alkylenedioxypyrroles is carried out via a synthetic intermediate, an ester substituted dihydroxypyrrole. The synthetic method to prepare the //-substituted 3,4-alkylenedioxypyrrole intermediates and ultimately the N-substituted 3,4-alkylenedioxypyrrole monomers begins with a reaction to form the ester substituted dihydroxypyrrole.

  一种N-取代的3,4-烷基二氧杂吡咯家族包括式（I）的单体，用于电聚合制备共轭聚合物以及制备单体的关键中间体。N-取代的3,4-烷基二氧杂吡咯的制备通过合成中间体，酯基取代的二羟基吡咯酮进行。制备N-取代的3,4-烷基二氧杂吡咯单体的合成方法始于形成酯基取代的二羟基吡咯酮的反应。
• Dallacker,F.; Mues,V., Chemische Berichte, 1975, vol. 108, p. 569 - 575
  作者：Dallacker,F.、Mues,V.

  DOI：——

  日期：——
• WO2007/41724
  申请人：——

  公开号：——

  公开（公告）日：——
• N-SUBSTITUTED 3,4-ALKYLENEDIOXYPYRROLES, ESTER SUBSTITUTED DIHYDROXYPYRROLES AND METHODS FOR SYNTHESIS OF THESE PYRROLES
  申请人：University of Florida Research Foundation, Incorporated

  公开号：EP1931630A1

  公开（公告）日：2008-06-18