glyoxal-bis(4-dimethylaminophenylimine) | 30834-76-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: glyoxal-bis(4-dimethylaminophenylimine)
• 英文别名: glyoxalbis(4-dimethylamino-anil)；glyoxal-bis-(4-dimethylamino-phenylimine)；Glyoxal-bis-(4-dimethylamino-phenylimin)；Glyoxal-bis-(4-dimethylamino-anil)；N,N'-Bis-(p-dimethylamino-phenyl)ethylenediamine；N,N'-Bis-(p-dimethylamino-phenyl)ethylendiamine；4-[2-[4-(dimethylamino)phenyl]iminoethylideneamino]-N,N-dimethylaniline
• CAS: 30834-76-5
• 化学式: C₁₈H₂₂N₄
• 分子量: 294.399
• InChiKey: MWPDMPCJHSNWKW-UHFFFAOYSA-N

物化性质

• 熔点：
  256-257 °C (decomp)(Solv: benzene (71-43-2))
• 沸点：
  470.9±55.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  glyoxal-bis(4-dimethylaminophenylimine) 、 苯甲酰氯 在 sodium hydroxide 作用下， 生成 N-(4-(dimethylamino)phenyl)benzamide
  参考文献：
  名称：

  Torrey, American Chemical Journal, 1905, vol. 34, p. 480

  摘要：

  DOI：
• 作为产物：
  描述：

  草酸醛 、 N,N-二甲基-对苯二胺 以 甲醇 、 水 为溶剂， 生成 glyoxal-bis(4-dimethylaminophenylimine)
  参考文献：
  名称：

  tom Dieck,H.; Renk,I.W., Chemische Berichte, 1971, vol. 104, p. 92 - 109

  摘要：

  DOI：

文献信息

• Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studies
  作者：Benjamin Zelenay、Maria Besora、Zaira Monasterio、David Ventura-Espinosa、Andrew J. P. White、Feliu Maseras、Silvia Díez-González

  DOI：10.1039/c8cy00515j

  日期：——

  The reduction of aryl azides in the absence of an obvious reducing agent is reported. Careful catalyst design led to the production of anilines in the presence of water and air. The reaction medium (toluene/water) is crucial for the success of the reaction, as DFT calculations support the formation of benzyl alcohol as the oxidation product. A singular catalytic cycle is presented for this transformation

  据报道，在没有明显的还原剂的情况下，芳基叠氮化物的还原。精心设计的催化剂导致在水和空气存在下生产苯胺。反应介质（甲苯/水）对于反应的成功至关重要，因为DFT计算支持形成苄醇作为氧化产物。基于四个关键步骤，提出了用于该转化的奇异催化循环：通过氮气挤压形成亚硝基，水正式氧化加成，甲苯的C（sp 3）-H活化和还原消除。
• Aly; Hassan; Mohamed, Pharmazie, 1997, vol. 52, # 4, p. 282 - 287
  作者：Aly、Hassan、Mohamed、Mourad

  DOI：——

  日期：——
• v. Pechmann; Schmitz, Chemische Berichte, 1898, vol. 31, p. 295
  作者：v. Pechmann、Schmitz

  DOI：——

  日期：——
• Iridium complexes with α-diimines: Catalytic hydrogen transfer from isopropanol to cyclohexanone
  作者：Mohammed Bikrani、Luz Fidalgo、María A. Garralda

  DOI：10.1016/0277-5387(95)00194-w

  日期：1996.1

  [Ir(COD)Cl](2)(COD - 1.5-cyclooctadiene) reacted with alpha-diimines (LL) derived from glyoxal (GLL) or biacetyl (BLL) giving different types of compounds depending on the ligand and on the stoichiometric ratios employed, i.e. [lr(2)(COD)(2)Cl-2(GLL)] when [Ir(COD)Cl](2)/GLL = 1 : 1 or IrCl(COD)(LL) when [Ir(COD)Cl](2)/LL = 1:2. Solutions of [Ir-2(COD)(2)Cl-2(GLL)] contain ionic [Ir(COD)(GLL)](+) [Ir(COD)Cl-2](-) species and dimeric [Ir(COD)Cl](2)(mu-GLL) species with-bridging LL groups in equilibrium. IrCI(COD)(LL) compounds are pentacoordinated in the solid state and undergo rearrangements in solution. In the presence of bulky anions, cationic [Ir(COD)(LL)]A species were formed. When the reactions were performed in the presence of SnCl2, pentacoordinated Ir(SnCl3)(COD)(LL) compounds were obtained, which in solution showed static or dynamic behaviour depending on the ligand. The different compounds are active catalysts in the homogeneous hydrogen transfer from isopropanol to cyclohexanone. The cationic species show higher activity and the most active cation is the compound containing biacetyloximehydrazone.
• Bikrani, Mohammed; Garralda, Maria A.; Ibarlucea, Lourdes, Inorganica Chimica Acta, 1998, vol. 282, # 2, p. 230 - 236
  作者：Bikrani, Mohammed、Garralda, Maria A.、Ibarlucea, Lourdes、Pinilla, Elena、Torres, M. Rosario

  DOI：——

  日期：——