2,3-dipropylmaleonitrile | 201140-35-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,3-dipropylmaleonitrile
• 英文别名: dipropylfumaronitrile；di-propyl maleonitrile；2,3-Dipropylbut-2-enedinitrile；2,3-dipropylbut-2-enedinitrile
• CAS: 201140-35-4
• 化学式: C₁₀H₁₄N₂
• 分子量: 162.235
• InChiKey: JSWAWCSIOCLTRB-UHFFFAOYSA-N

物化性质

• 沸点：
  281.7±13.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dipropylmaleonitrile 在 碘 、 magnesium 、 正丁醇 作用下， 反应 48.0h， 以4.3%的产率得到2,3,7,8,12,13,17,18-octakis(propyl)-porphyrazinato magnesium(II)
  参考文献：
  名称：

  Synthesis and structural characterization of 2,3,7,8,12,13,17,18-octakis(propyl), N, N, N′, N′-tetramethylaminoporphyrazines and 2,3,9,10,16,17,23,24-octa substituted phthalocyanine and the kinetic studies of their Co(II) and Cu(II) metalated complexes

  摘要：

  Three tetrapyrrole macrocyclic compounds 2,3,7,8,12,13,17,18-octakis(propyl)porphyrazine, N, N, N', N'-tetramethylamino porphyrazine hybrid and 2,3,9,10,16,17,23,24-octa substituted phthalocyanine were synthesized and characterized using elemental analysis, FTIR, H-1, C-13 NMR and UV-vis spectroscopic techniques. Kinetics of their metalation with Cu(II) and Co(II) and redox reaction of the complexes was studied and are reported here for the first time. It is suggested that deformation of the ring, which is a function of their peripheral functionalities, is essential for effective coordination of the ligands. The kinetic studies indicated metal based oxidation and ring based reduction for the reductants and oxidant respectively. The redox activity of the metal ions is dependent on the availability of their low energy level d-orbitals for charge transfer. It was therefore inferred that the nature of the metal ion and the peripheral substituents of these ligands and their complexes had significant effect on their reactivity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.05.013
• 作为产物：
  描述：

  4-辛炔 在 lithium bromide 作用下， 以 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 2,3-dipropylmaleonitrile
  参考文献：
  名称：

  八丙基卟啉铁的μ-nitrido，μ-carbido和μ-oxo二聚体的合成与表征†

  摘要：

  制备了三种具有Fe III –O–Fe III，Fe +3.5 –N Fe +3.5和Fe IV C Fe IV结构单元的μX桥联二铁八丙基卟啉配合物，并通过紫外可见，EPR，X射线吸收光谱进行了表征和电化学方法。所有配合物的单晶均由苯乙腈制得，其结构通过X射线衍射确定。与μ-氧代络合物（6）相比，μ-nitrido（7）和μ-carbido（8）二聚体每2个双核络合物分子在Fe–C上与卟啉平面共面排列，每个苯中有一个苯分子结晶7和8的苯间距分别为3.435–3.725Å和3.352–3.669Å。较短的距离表明铁位点与苯π系统之间的相互作用，在具有较高路易斯酸度的Fe IV CFe IV单元的情况下更强。Fe–X–Fe角按6 – 7 – 8的顺序增加与Fe–X键序一致，分别从158.52°到168.5°和175.10°。但是，Fe–X键的长度不遵循这种趋势：Fe–O = 1.75 / 1

  DOI：

  10.1039/c4dt03207a

文献信息

• Tuning the Acceptor Unit of Push–Pull Porphyrazines for Dye-Sensitized Solar Cells
  作者：Diana-Paola Medina、Javier Fernández-Ariza、Maxence Urbani、Frédéric Sauvage、Tomás Torres、M. Salomé Rodríguez-Morgade

  DOI：10.3390/molecules26082129

  日期：——

  dinitrogenated heterocycle provided intrinsic donor–acceptor character to the macrocycle and contained a carboxyphenyl substituent. The direct attachment of the carboxylic acid functions and their linkers to the porphyrazine core produces stronger perturbation on the electronic properties of the macrocycle, with respect to their connection through fused benzene or pyrazine rings in TT112 and 14, respectively

  制备了四个A 3 B型推拉卟啉类化合物，其中每个单元A包含两个外围丙基链，并且单元B带有羧酸。羧酸直接（Pz 10）或通过氰基乙烯基（Pz 11）和苯基（Pz 7）连接至吡咯单元的b-位。第四颗Pz（14）由吡嗪并卟啉构成，其中二硝基杂环为大环提供了内在的供体-受体特征，并含有一个羧基苯基取代基。相对于它们通过TT112和14中的稠合苯环或吡嗪环进行连接，羧酸官能团及其连接基与卟啉嗪核的直接连接对大环的电子性质产生更强的扰动。， 分别。用DFT计算估算出的Pzs的HOMO和LUMO能量在该系列中几乎没有变化，只是引入了氰基乙烯基间隔基导致了两个前沿轨道高能级的降低。氰基乙烯基取代基与大环的这种有效相互作用在紫外/可见光谱中也得到了证明，其中Q波段的大裂变表明Pz的去对称性很强。还研究了四种Pz在DSSC中作为光敏剂的性能。
• The synthesis and characterisation of carbohydrate-functionalised porphyrazines
  作者：D. Bradley G. Williams、G. Bheki Mbatha

  DOI：10.1016/j.dyepig.2010.05.002

  日期：2011.1

  A synthetic pathway to the incorporation of mono- and disaccharide carbohydrate moieties into porphyrazine systems was demonstrated. A range of selectively protected monosaccharide precursors was coupled to a small variety of phthalonitriles, the intermediates were co-macrocyclised to form hybrid porphyrazines in Linstead macrocyclisation reactions Demetallisation of Mg-porphyrazine products was readily effected to afford the free-base pigments, which were subsequently converted into their zinc or nickel complexes Some porphyrazines were deprotected of their isopropylidene groups (on the carbohydrate moieties) under acidic conditions to reveal polar OH groups The extraction coefficients of the porphyrazines between 2-octanol and phosphate buffered saline solution were measured. Comparison of the partition coefficients of the carbohydrate-substituted porphyrazines and their deprotected counterparts revealed that structural alteration offers a way to significantly increase the hydrophilicity of substituted porphyrazines (C) 2010 Elsevier Ltd. All rights reserved.
• A Green-to-Near-Infrared Photoswitch Based on a Blended Subporphyrazine–Dithienylethene System
  作者：Elena Cañizares-Espada、Gema Pérez de Bustos、Koji Naoda、Atsuhiro Osuka、Tomás Torres、M. Salomé Rodríguez-Morgade

  DOI：10.1021/acs.orglett.3c04320

  日期：2024.2.2