N-(3-硝基苯基)-N-苯基乙酰胺 | 32047-90-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3-硝基苯基)-N-苯基乙酰胺
• 中文别名: 3'-硝基-N-苯基乙酰苯胺
• 英文名称: N-(3-nitro-phenyl)-N-phenyl-acetamide
• 英文别名: N-(3-Nitro-phenyl)-N-phenyl-acetamid；N-Phenyl-N-(m-nitrophenyl)-acetamid；3-Nitro-N-acetyl-diphenylamin；m-Nitro-N-acetyl-diphenylamin；N-(3-Nitrophenyl)-N-phenylacetamide
• CAS: 32047-90-8
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: HHBVYUVSOXNSFA-UHFFFAOYSA-N

物化性质

• 熔点：
  71 °C
• 沸点：
  495.0±28.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

制备方法与用途

化学性质：黄色针状结晶，溶解于乙醇水中。熔点为93℃。

用途：作为乙吗噻嗪的中间体。

反应信息

• 作为反应物：
  描述：

  N-(3-硝基苯基)-N-苯基乙酰胺 在 palladium on activated charcoal copper(l) iodide 、 氢气 、 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 216.0h， 生成
  参考文献：
  名称：

  Synthesis of oligo(m-aniline)

  摘要：

  Phenyl-capped dimer, trimer, and tetramer of poly(m-aniline) have been synthesized. Cyclic voltrammmetry has proved that the donor ability of these oligomers can be changed according to their length or topology.

  DOI：

  10.1016/0040-4039(95)01880-q
• 作为产物：
  描述：

  m-lithionitrobenzene 在 硼酸三甲酯 、 copper diacetate 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(3-硝基苯基)-N-苯基乙酰胺
  参考文献：
  名称：

  Cupric acetate mediated N-arylation by arylboronic acids: A preliminary investigation into the scope of application

  摘要：

  A range of NH substrates of varying nucleophilicity were reacted with a selection of electronically diverse aryl boronic acids in the presence of cupric acetate in order to evaluate the generality of a previously described N-arylation procedure. The results of that investigation are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01735-3

文献信息

• Exploiting the Marcus inverted region for first-row transition metal–based photoredox catalysis
  作者：Amy Y. Chan、Atanu Ghosh、Jonathan T. Yarranton、Jack Twilton、Jian Jin、Daniela M. Arias-Rotondo、Holt A. Sakai、James K. McCusker、David W. C. MacMillan

  DOI：10.1126/science.adj0612

  日期：2023.10.13

  Second- and third-row transition metal complexes are widely employed in photocatalysis, whereas earth-abundant first-row transition metals have found only limited use because of the prohibitively fast decay of their excited states. We report an unforeseen reactivity mode for productive photocatalysis that uses cobalt polypyridyl complexes as photocatalysts by exploiting Marcus inverted region behavior

  第二和第三行过渡金属络合物广泛应用于光催化，而地球上丰富的第一行过渡金属由于其激发态的快速衰减而仅具有有限的用途。我们报告了一种不可预见的高效光催化反应模式，该模式利用钴聚吡啶配合物作为光催化剂，利用马库斯倒置区域行为，将激发态能量的增加与激发态寿命的增加结合起来。这些钴 (III) 配合物凭借其强大的氧化还原电位和足够长的激发态寿命可以参与双分子反应，催化氧化 C(sp 2 )–芳基酰胺与具有挑战性的位阻芳基硼酸的 N 偶联。更一般地说，结果意味着发色团可以设计为增加激发态寿命，同时增加激发态能量，为使用相对丰富的金属作为光氧化还原催化剂提供了途径。
• 242. Acridine syntheses and reactions. Part IV. A new synthesis of aminoacridines from formic acid and diarylamines
  作者：Adrien Albert

  DOI：10.1039/jr9480001225

  日期：——
• Cupric acetate mediated N-arylation by arylboronic acids: A preliminary investigation into the scope of application
  作者：Darren J Cundy、Stewart A Forsyth

  DOI：10.1016/s0040-4039(98)01735-3

  日期：1998.10

  A range of NH substrates of varying nucleophilicity were reacted with a selection of electronically diverse aryl boronic acids in the presence of cupric acetate in order to evaluate the generality of a previously described N-arylation procedure. The results of that investigation are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Synthesis of oligo(m-aniline)
  作者：Akihiro Ito、Takeshi Saito、Kazuyoshi Tanaka、Tokio Yamabe

  DOI：10.1016/0040-4039(95)01880-q

  日期：1995.11

  Phenyl-capped dimer, trimer, and tetramer of poly(m-aniline) have been synthesized. Cyclic voltrammmetry has proved that the donor ability of these oligomers can be changed according to their length or topology.