N-苯基-N-(1-苯基亚乙基氨基)苯胺 | 3741-90-0

• 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-苯基-N-(1-苯基亚乙基氨基)苯胺
• 英文名称: N,N-diphenylacetophenone hydrazone
• 英文别名: acetophenone N,N-diphenylhydrazone；acetophenone diphenylhydrazone；acetophenone-diphenylhydrazone；Acetophenon-diphenylhydrazon；Ethanone, 1-phenyl-, 2,2-diphenylhydrazone；N-phenyl-N-(1-phenylethylideneamino)aniline
• CAS: 3741-90-0
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: AGBSHMKRSVRCNP-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  421.1±28.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 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：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  N-苯基-N-(1-苯基亚乙基氨基)苯胺 在 乙醇 、 水 、 溶剂黄146 、 铂 、 zinc(II) chloride 、 sodium nitrite 作用下， 生成 1,2-diphenyl-indol-3-ylamine
  参考文献：
  名称：

  Huang; Mann, Journal of the Chemical Society, 1949, p. 2903,2910

  摘要：

  DOI：
• 作为产物：
  描述：

  3'-甲基苯乙酮 、 N,N-二苯基肼 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 N-苯基-N-(1-苯基亚乙基氨基)苯胺
  参考文献：
  名称：

  Synthesis of Isoquinolines via Rh(III)-Catalyzed C–H Activation Using Hydrazone as a New Oxidizing Directing Group

  摘要：

  An efficient and mechanistically interesting method for the synthesis of highly substituted isoquinolines by a Rh(III)-catalyzed hydrazone directed ortho C H bond activation and annulation without an external oxidant is described. This reaction is accomplished via a C-C and C-N bond formation along with N-N bond cleavage.

  DOI：

  10.1021/ol402796m

文献信息

• Inhibiteurs mixtes des voies de la cyclooxygénase et des lipoxygénases: synthèse et activité de dérivés hydrazoniques
  作者：Chantal Ghiglieri-Bertez、Claude Coquelet、Alain Alazet、Claude Bonne

  DOI：10.1016/0223-5234(87)90010-9

  日期：1987.3
• Ramart-Lucas; Hoch; Martynoff, Bulletin de la Societe Chimique de France, 1937, vol. <5> 4, p. 481,493
  作者：Ramart-Lucas、Hoch、Martynoff

  DOI：——

  日期：——
• 184. The condensation products of the 1 : 2-disubstituted 3-nitrosoindoles a new type of cyanine dye
  作者：Frederick G. Mann、R. Colin Haworth

  DOI：10.1039/jr9440000670

  日期：——
• BF3-promoted hydrostannation of N-heteroatom-substituted imines for the reduction of CN bond
  作者：Masafumi Ueda、Hideto Miyabe、Megumi Namba、Toshiki Nakabayashi、Takeaki Naito

  DOI：10.1016/s0040-4039(02)00785-2

  日期：2002.6

  Hydrostannation of n-heteroatom-substituted imines such as oxime ethers, hydrazones, oximes, nitrones, and V-sulfonyl imines using a combination of Bu3SnH and (BF3OEt2)-O-. has been systematically studied. Not only aromatic aldimines but also kitimines and aliphatic imines were reduced to give the corresponding amines. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Orthomanganation of arylhydrazones and related N-donor substrates
  作者：Maarten B. Dinger、Lyndsay Main、Brian K. Nicholson

  DOI：10.1016/s0022-328x(98)00453-7

  日期：1998.8

  The N-phenyl- and N,N-diphenylhydrazones of benzaldehyde or acetophenone are readily cyclometallated on reaction with PhCH2Mn(CO)(5) to give complexes 3 of the type (OC)(4)MnC6H4C(R-1)=NNPhR2 incorporating a five-membered MnC3N ring. The example with R-1 = Me, R-2 = H has been structurally characterised. The similar reaction with the N,N-diphenylhydrazone of cyclohexanone produces a species with an alternative MnC2N2 ring which was also structurally characterised. A related species (OC)(4)MnC6H4NN=O is formed from N-nitrosodiphenylamine. Reactions of compounds 3 from the diphenylhydrazones with alkynes PhC=CPh or Me3SiC=CH give N'-indenyl-N,N-diphenylhydrazines in reasonable yields. (C) 1998 Elsevier Science S.A. All rights reserved.