N-(2-Methoxybenzoyl)-diphenylamine | 94623-43-5

• 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-(2-Methoxybenzoyl)-diphenylamine
• 英文别名: 2-Methoxy-N,N-diphenyl-benzamid；Benzamide, 2-methoxy-N,N-diphenyl-；2-methoxy-N,N-diphenylbenzamide
• CAS: 94623-43-5
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: MMIHOGZRDAHOAH-UHFFFAOYSA-N

物化性质

• 沸点：
  469.3±37.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-Methoxybenzoyl)-diphenylamine 在 diphosphorus pentasulfide 作用下， 以71%的产率得到2-methoxy-N,N-diphenylbenzenecarbothioanide
  参考文献：
  名称：

  Ortho effects in organic molecules on electron impact: XI—the interestingortho effect of the methoxy group ino-methoxy aromatic thioamides

  摘要：

  AbstractIt has been noticed that the major part of the loss of ṠH from the molecular ion of most of the o‐methoxythioamides results from an ortho effect of the methoxy group. Comparison of the MIKE spectra of the [MSH]+ of 1‐(2‐methoxyphenylthioxomethyl)piperidine and 1‐(2‐methoxyphenylthioxomethyl)pyrrolidine with the MIKE spectra of [MSH]+ of the corresponding unsubstituted compounds, reported earlier, indicated two parallel pathways for the formation of [MSH]+ in the o‐methoxy compounds. In the first pathway, as has been noticed in thioamides in general, the loss of ṠH involves the migration of either the α‐hydrogen in the amine moiety or the hydrogen attached to nitrogen. In the second pathway, the migration of a hydrogen from the o‐methoxy group to the sulphur atom followed by ejection of SH from the molecular ion leads to a stable cyclized ion. Interesting secondary fragmentations as a consequence of this ortho effect have also been noticed.

  DOI：

  10.1002/oms.1210181003
• 作为产物：
  描述：

  N,N-二苯基-4-甲氧基苯甲酰胺 在 碘 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 31.0h， 生成 N-(2-Methoxybenzoyl)-diphenylamine
  参考文献：
  名称：

  Studies on enamides. part-41 : photochemical investigations of n-aroyldiphenylamines

  摘要：

  DOI：

  10.1016/s0040-4020(01)87869-8

文献信息

• Synthesis, crystal growth and characterization of organic nonlinear optical materials methoxy-N,N-diphenylbenzamides
  作者：P. Prabukanthan、V. Bhakyajothi、K. Dinakaran、S. Uthayakumar、Adnan Younis

  DOI：10.1007/s11696-022-02510-8

  日期：2023.2

  in the synthesized materials. UV–Vis spectra show 67%, 59% and 72% transmission in the visible region of the 2MNNDPB, 3MNNDPB and 4MNNDPB crystals. TGA/DTA analysis revealed that the 2MNNDPB, 3MNNDPB and 4MNNDPB crystals were thermally stable up to 354 K, 402 K, and 418 K, respectively. The second harmonic generation (SHG) of 2MNNDPB (3a), 3MNNDPB (3b) and 4MNNDPB (3c) crystals was determined by Kurtz–Perry

  有机 NLO 材料，2-甲氧基-N，N-二苯基苯甲酰胺 (2MNNDPB)，4-甲氧基-N，N-二苯基苯甲酰胺(4MNNDPB) 和 3-甲氧基-N，N-二苯基苯甲酰胺 (3MNNDPB)，通过N的苯甲酰化合成，N-二苯胺与甲氧基取代的苯甲酰氯。2MNNDPB （3a）、3MNNDPB （3b）和4MNNDPB （3c）的单晶通过缓慢蒸发法在二甲亚砜溶剂中生长。X射线衍射表明2MNNDPB、3MNNDPB和4MNNDPB晶体分别属于三斜晶系、斜方晶系和单斜晶系，空间群分别为Pbca、P-1和P2 1 /n。FTIR 光谱揭示了各种官能团和化学键，其中酰胺羰基峰分别出现在 2MNNDPB、3MNNDPB 和 4MNNDPB 的 1658、1649 和 1656 cm -1处，并通过 NMR 光谱证实（1 H 和13C) 合成材料中存在的质子和碳的数量。UV-Vis 光谱显示 2MNNDPB、3MNNDPB
• Studies on enamides. part-41 : photochemical investigations of n-aroyldiphenylamines
  作者：Indira Datta、Tapas Kumar Das (in part)、Somnath Ghosh

  DOI：10.1016/s0040-4020(01)87869-8

  日期：1990.1
• Ortho effects in organic molecules on electron impact: XI—the interestingortho effect of the methoxy group ino-methoxy aromatic thioamides
  作者：D. V. Ramana、S. K. Viswanadham

  DOI：10.1002/oms.1210181003

  日期：1983.10

  AbstractIt has been noticed that the major part of the loss of ṠH from the molecular ion of most of the o‐methoxythioamides results from an ortho effect of the methoxy group. Comparison of the MIKE spectra of the [MSH]+ of 1‐(2‐methoxyphenylthioxomethyl)piperidine and 1‐(2‐methoxyphenylthioxomethyl)pyrrolidine with the MIKE spectra of [MSH]+ of the corresponding unsubstituted compounds, reported earlier, indicated two parallel pathways for the formation of [MSH]+ in the o‐methoxy compounds. In the first pathway, as has been noticed in thioamides in general, the loss of ṠH involves the migration of either the α‐hydrogen in the amine moiety or the hydrogen attached to nitrogen. In the second pathway, the migration of a hydrogen from the o‐methoxy group to the sulphur atom followed by ejection of SH from the molecular ion leads to a stable cyclized ion. Interesting secondary fragmentations as a consequence of this ortho effect have also been noticed.