2-[ethyl(4-iodophenyl)amino]ethyl methacrylate | 868855-64-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[ethyl(4-iodophenyl)amino]ethyl methacrylate
• 英文别名: 2-(N-ethyl-4-iodoanilino)ethyl 2-methylprop-2-enoate
• CAS: 868855-64-5
• 化学式: C₁₄H₁₈INO₂
• 分子量: 359.207
• InChiKey: ZFLIWUXPHGIEDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[ethyl(4-iodophenyl)amino]ethyl methacrylate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 三苯胂 cerium(III) chloride 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Synthesis of new crosslinkable co-polymers containing a push–pull zinc porphyrin for non-linear optical applications

  摘要：

  In this paper, the synthesis of a crosslinkable co-polymer containing new push-pull arylethynyl zinc porphyrins is described. The synthesis of porphyrin chromophores, analogous to Therien's porphyrin functionalized with a methacrylic polymerizable group and a carboxylic acid crosslinking group was achieved with a new synthetic procedure leading to a higher overall yield compared to what was previously reported in the literature for similar and simpler structures. Radical copolymerization of the porphyrin chromophore with glycidyl methacrylate has then been carried out with success. This work opens a perspective on the possibility to integrate porphyrinic chromophore with high first-order molecular quadratic hyperpolarizability coefficient in opto-electronic devices. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.094
• 作为产物：
  描述：

  N-乙基-N-羟乙基苯胺 在 碘 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 为溶剂， 反应 23.0h， 生成 2-[ethyl(4-iodophenyl)amino]ethyl methacrylate
  参考文献：
  名称：

  Synthesis of new crosslinkable co-polymers containing a push–pull zinc porphyrin for non-linear optical applications

  摘要：

  In this paper, the synthesis of a crosslinkable co-polymer containing new push-pull arylethynyl zinc porphyrins is described. The synthesis of porphyrin chromophores, analogous to Therien's porphyrin functionalized with a methacrylic polymerizable group and a carboxylic acid crosslinking group was achieved with a new synthetic procedure leading to a higher overall yield compared to what was previously reported in the literature for similar and simpler structures. Radical copolymerization of the porphyrin chromophore with glycidyl methacrylate has then been carried out with success. This work opens a perspective on the possibility to integrate porphyrinic chromophore with high first-order molecular quadratic hyperpolarizability coefficient in opto-electronic devices. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.094
• 作为试剂：
  描述：

  [5,15-bis-(3,5-di-tert-butylphenyl)-10-ethynyl-20-(trisisopropylsilyl)ethynyl-porphyrinato]zinc(II) 在 copper(l) iodide 、 四(三苯基膦)钯 2-[ethyl(4-iodophenyl)amino]ethyl methacrylate 、 四氢吡咯 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到5,5'-(1,3-butadiyne-1,4-diyl)bis[[10,20-bis(3,5-di-tert-butylphenyl)-15-(triisopropylsilylethynyl)porphinato]zinc(II)]
  参考文献：
  名称：

  Synthesis of new crosslinkable co-polymers containing a push–pull zinc porphyrin for non-linear optical applications

  摘要：

  In this paper, the synthesis of a crosslinkable co-polymer containing new push-pull arylethynyl zinc porphyrins is described. The synthesis of porphyrin chromophores, analogous to Therien's porphyrin functionalized with a methacrylic polymerizable group and a carboxylic acid crosslinking group was achieved with a new synthetic procedure leading to a higher overall yield compared to what was previously reported in the literature for similar and simpler structures. Radical copolymerization of the porphyrin chromophore with glycidyl methacrylate has then been carried out with success. This work opens a perspective on the possibility to integrate porphyrinic chromophore with high first-order molecular quadratic hyperpolarizability coefficient in opto-electronic devices. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.094

文献信息

• Synthesis of new crosslinkable co-polymers containing a push–pull zinc porphyrin for non-linear optical applications
  作者：Cyrille Monnereau、Errol Blart、Véronique Montembault、Laurent Fontaine、Fabrice Odobel

  DOI：10.1016/j.tet.2005.07.094

  日期：2005.10

  In this paper, the synthesis of a crosslinkable co-polymer containing new push-pull arylethynyl zinc porphyrins is described. The synthesis of porphyrin chromophores, analogous to Therien's porphyrin functionalized with a methacrylic polymerizable group and a carboxylic acid crosslinking group was achieved with a new synthetic procedure leading to a higher overall yield compared to what was previously reported in the literature for similar and simpler structures. Radical copolymerization of the porphyrin chromophore with glycidyl methacrylate has then been carried out with success. This work opens a perspective on the possibility to integrate porphyrinic chromophore with high first-order molecular quadratic hyperpolarizability coefficient in opto-electronic devices. (c) 2005 Elsevier Ltd. All rights reserved.