4-Benzoyl-1-(4-methylphenyl)-5-phenyl-1H-pyrrol-2,3-dion | 36684-31-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-Benzoyl-1-(4-methylphenyl)-5-phenyl-1H-pyrrol-2,3-dion
• 英文别名: 4-benzoyl-5-phenyl-1-p-tolyl-pyrrole-2,3-dione；4-Benzoyl-1-(4-methylphenyl)-5-phenylpyrrole-2,3-dione
• CAS: 36684-31-8
• 化学式: C₂₄H₁₇NO₃
• 分子量: 367.404
• InChiKey: CNVNMHBYDUBZJG-UHFFFAOYSA-N

物化性质

• 熔点：
  173 °C(Solv: benzene (71-43-2))
• 沸点：
  546.6±60.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Benzoyl-1-(4-methylphenyl)-5-phenyl-1H-pyrrol-2,3-dion 、 1-异苯甲腈 以 甲苯 为溶剂， 生成 7-benzoyl-6-phenyl-2-phenylimino-5-p-tolyl-1-oxa-5-aza-spiro[2.4]hept-6-en-4-one
  参考文献：
  名称：

  Ziegler,E. et al., Justus Liebigs Annalen der Chemie, 1976, p. 2071 - 2082

  摘要：

  DOI：
• 作为产物：
  描述：

  4-<α-(4-Methylphenylimino)benzyl>-5-phenyl-2,3-furandion 以50%的产率得到4-Benzoyl-1-(4-methylphenyl)-5-phenyl-1H-pyrrol-2,3-dion
  参考文献：
  名称：

  Kollenz, Gert; Penn, Gerhard; Dolenz, Gerhard, Chemische Berichte, 1984, vol. 117, # 4, p. 1299 - 1309

  摘要：

  DOI：

文献信息

• Reactions of cyclic oxalyl compounds - 32.
  作者：Ewald Terpetschnig、Gerhard Penn、Gert Kollenz、Karl Peters、Eva-Maria Peters、Hans Georg von Schnering

  DOI：10.1016/s0040-4020(01)96034-x

  日期：1991.5

  The heterocyclic 2,3-diones 1 – 3 have been found to undergo photochemical and thermal 2+2-cycloaddition reactions via their 3-carbonyl group to diphenylketene and the diphenylketen-N-(4-methylphenyl)-imine. These reactions afford rearranged cycloadducts as well as 2+2-cycloreversion products.

  杂环-2,3-二酮1 - 3已发现经历光化学和热2 +经由他们的3-羰基-2-环加成反应二苯基乙烯酮以与diphenylketen-N-（4-甲基苯基） -亚胺。这些反应提供了重排的环加合物以及2 + 2-环还原产物。
• Kollenz, Gert; Penn, Gerhard; Ott, Walter, Chemische Berichte, 1984, vol. 117, # 4, p. 1310 - 1329
  作者：Kollenz, Gert、Penn, Gerhard、Ott, Walter、Peters, Karl、Peters, Eva-Maria、et al.

  DOI：——

  日期：——
• Kappe, C. Oliver; Terpetschnig, Ewald; Penn, Gerhard, Liebigs Annalen, 1995, # 3, p. 537 - 544
  作者：Kappe, C. Oliver、Terpetschnig, Ewald、Penn, Gerhard、Kollenz, Gert、Peters, Karl、et al.

  DOI：——

  日期：——
• Regio- and stereoselective photocycloadditions of heterocyclic 2,3-diones — Evidence for an unexpected 1,2-aroyl migration
  作者：G. Kollenz、E. Terpetschnig、H. Sterk、K. Peters、E.-M. Peters

  DOI：10.1016/s0040-4020(99)00078-2

  日期：1999.3

  Photocyclization of the heterocyclic 2,3-diones 1a-d with electron rich alkenes affords regio- and stereoselectively the 2+2 adducts 2, from Ib with benzophenone as photosensitizer also the Paterno-Buchi adduct 3 is obtained. Similarly, with phenylethyne the cycloadducts 4 are formed in moderate to low yields, in case of Ic the azepinone 6 is the only reaction product. Thermolysis of 4a generates the pyrono compound 5. Irradiation of the N-arylpyrrolediones le, f and ethylvinyl ether give furo[3,2-c]pyrrolones 7 thus making evident an unexpected 1,2-benzoyl migration. Structural elucidation of all ring systems described is based upon X-ray analyses of 2d, 5 and 7f, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.
• KOLLENZ, G.;PENN, G.;OTT, W.;PETERS, K.;PETERS, E. -M.;SCHNERING, H. G. V+, CHEM. BER., 1984, 117, N 4, 1310-1329
  作者：KOLLENZ, G.、PENN, G.、OTT, W.、PETERS, K.、PETERS, E. -M.、SCHNERING, H. G. V+

  DOI：——

  日期：——