1-methyl-5-(5,5-dimethyl-1,3-dioxan-2-yl)-1H-pyrrole-2-carbaldehyde | 81697-94-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methyl-5-(5,5-dimethyl-1,3-dioxan-2-yl)-1H-pyrrole-2-carbaldehyde
• 英文别名: 1-methyl-5-(5,5-dimethyl-1,3-dioxan-2-yl)-pyrrole-2-carboxaldehyde；5-(5,5-dimethyl-1,3-dioxan-2-yl)-1-methylpyrrole-2-carbaldehyde
• CAS: 81697-94-1
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: CLGMWHRUCCOKFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  40.46
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-methyl-5-(5,5-dimethyl-1,3-dioxan-2-yl)-1H-pyrrole-2-carbaldehyde 以94%的产率得到1-methyl-1H-pyrrole-2,5-diformaldehyde
  参考文献：
  名称：

  Pyrrole chemistry. XXIV. The Vilsmeier formylation and the cyanation of pyrrole acetals. A synthesis of pyrrole-2,3,5-tricarboxaldehyde

  摘要：

  描述了一系列吡咯单酸和二酸的缩醛制备方法。结果表明，只要吡咯核上未取代的位置的反应性不太低，可以使用Vilsmeier反应或氯磺酰异氰酸酯将羧醛或碳氰基取代到吡咯环上。对二缩醛2,4-二(5,5-二甲基-1,3-二氧杂环戊烷-2-基)-吡咯进行Vilsmeier甲酰化反应，然后水解得到吡咯-2,3,5-三酸醛。

  DOI：

  10.1139/v82-060
• 作为产物：
  描述：

  1-methyl-2-(5,5-dimethyl-1,3-dioxan-2-yl)-pyrrole 以95%的产率得到1-methyl-5-(5,5-dimethyl-1,3-dioxan-2-yl)-1H-pyrrole-2-carbaldehyde
  参考文献：
  名称：

  Pyrrole chemistry. XXIV. The Vilsmeier formylation and the cyanation of pyrrole acetals. A synthesis of pyrrole-2,3,5-tricarboxaldehyde

  摘要：

  描述了一系列吡咯单酸和二酸的缩醛制备方法。结果表明，只要吡咯核上未取代的位置的反应性不太低，可以使用Vilsmeier反应或氯磺酰异氰酸酯将羧醛或碳氰基取代到吡咯环上。对二缩醛2,4-二(5,5-二甲基-1,3-二氧杂环戊烷-2-基)-吡咯进行Vilsmeier甲酰化反应，然后水解得到吡咯-2,3,5-三酸醛。

  DOI：

  10.1139/v82-060

文献信息

• Novel 4 H -pyranylidene organic dyes for dye-sensitized solar cells: Effect of different heteroaromatic rings on the photovoltaic properties
  作者：Raquel Pérez Tejada、Laia Pellejà、Emilio Palomares、Santiago Franco、Jesús Orduna、Javier Garín、Raquel Andreu

  DOI：10.1016/j.orgel.2014.09.003

  日期：2014.11

  Eight novel Ruthenium-free dyes consisting of a 4H-pyranylidene donor, a 2-cyanoacrylic acid acceptor and several heterocyclic rings with different electronic properties are designed and synthesized. The photovoltaic performances of the related dye-sensitized solar cells are discussed and compared, obtaining the best results with the thiophene followed by the mismatched-oriented thiazole. Dyes containing a pyrrol or a matched-oriented thiazole lead to the lower efficiencies of all the series. Charge extraction (CE) and transient photovoltage (TPV) measurements were conducted in order to investigate the recombination resistance and the difference in voltage for the devices. In order to get further insight in the electronic and optical properties of the studied compounds, theoretical calculations using TD-DFT and the CPCM have been carried out. (C) 2014 Elsevier B.V. All rights reserved.
• LOADER, C. E.;BARNETT, G. H.;ANDERSON, H. J., CAN. J. CHEM., 1982, 60, N 4, 383-389
  作者：LOADER, C. E.、BARNETT, G. H.、ANDERSON, H. J.

  DOI：——

  日期：——