N-(4-Nitro-benzyliden)-3-nitro-anilin | 10480-07-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-Nitro-benzyliden)-3-nitro-anilin
• 英文别名: Benzenamine, 3-nitro-N-[(4-nitrophenyl)methylene]-；N-(3-nitrophenyl)-1-(4-nitrophenyl)methanimine
• CAS: 10480-07-6
• 化学式: C₁₃H₉N₃O₄
• 分子量: 271.232
• InChiKey: DMOOLFPEWSJQAV-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C
• 沸点：
  466.5±30.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-Nitro-benzyliden)-3-nitro-anilin 在 磺酰氯 、 水 、 乙腈 作用下， 生成 4-Nitro-N-(3-nitro-phenyl)-benzamidine
  参考文献：
  名称：

  Dhar, Durga N.; Gupta, Sudha R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 533 - 535

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯甲醛 、 间硝基苯胺 生成 N-(4-Nitro-benzyliden)-3-nitro-anilin
  参考文献：
  名称：

  Ingold; Piggott, Journal of the Chemical Society, 1922, vol. 121, p. 2799

  摘要：

  DOI：

文献信息

• Efficient One-Pot Formation of Substituted γ-Amino Acids
  作者：Mardia T. El-Sayed、Muhammad Abbas、Andreas Hilgeroth

  DOI：10.2174/157017811795685081

  日期：2011.6.1

  A series of novel substituted γ-amino acids has been catalytically prepared by a one-pot reaction of substituted imines and homoenolates. The efficiency of the novel direct route has been found to depend on the nature of amine being either aliphatic or aromatic. Additionally, the influence of aromatic substituents has been investigated.

  一系列新型取代γ-氨基酸通过取代亚胺和同烯醇盐的一锅法反应催化制备。研究发现，这种新型直接合成路线的效率取决于胺的性质，胺可以是脂肪族或芳香族。此外，还研究了芳香取代基的影响。
• LIX.—The nature of the alternating effect in carbon chains. Part XXXII. The directive influence of ψ-basic systems in aromatic substitution. Nitration of benzylidene-m-nitroaniline
  作者：John William Baker、Christopher Kelk Ingold

  DOI：10.1039/jr9300000431

  日期：——
• Fluerscheim; Holmes, Journal of the Chemical Society, 1928, p. 2237
  作者：Fluerscheim、Holmes

  DOI：——

  日期：——
• Triazolines. XXIX. 1,5-diaryl-Δ²-1,2,3-triazolines as aphicides: Mechanism of action via aziridine formation
  作者：Pankaja K. Kadaba

  DOI：10.1002/ps.2780420407

  日期：1994.12

  AbstractThe aphicidal activity of 21 different 1,5‐diphenyl‐Δ2‐1,2,3‐triazolines, conveniently prepared utilizing the catalytic effect of water on the 1,3‐cyclo‐addition of diazomethane to Schiff bases in aqueous dioxane, was evaluated. Triazolines bearing an o‐Cl substituent on the C‐phenyl, either alone (4) or in combination with a m‐ and/or a p‐substituent on the N‐phenyl (14, 15, 17 and 18), showed significant activity, with a combined m‐, p‐ substitution on the N‐phenyl the most effective (17 and 18). While an o‐Cl substituent led to greater activity than an o‐NO2 group, the introduction of an additional p‐Cl substituent on the C‐phenyl eliminated activity (21).The aphicidal activity of triazoline 18 was found to be dependent on the presence of UV light. Since fluorescent lighting used in the testing procedure contains UV light and since triazolines undergo photolysis when exposed to UV light to yield aziridines, it was logical to conclude that the aphicidal activity of the triazolines was, in fact, derived from the aziridines formed during the testing procedure. This mechanism of action was confirmed by preparing the aziridines 22, 23 and 24 corresponding to the active triazolines 14, 15 and 18, and showing that they possessed aphicidal activity equal to or better than that of the triazolines, and by the activity observed in several other structurally related aziridine analogues (25–28). Unlike aziridinyl phosphorous compounds, the aziridines described here are not mutagenic in the Ames assay and thus afford a safer class of pesticides.
• Lowy; King, Journal of the American Chemical Society, 1921, vol. 43, p. 627
  作者：Lowy、King

  DOI：——

  日期：——