1-(p-anisyl)-4-cyano-3,3-dimethyl-2-azetidinone | 124870-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 1-(p-anisyl)-4-cyano-3,3-dimethyl-2-azetidinone
• 英文别名: 4-cyano-3,3-dimethyl-1-(p-methoxyphenyl)azetidin-2-one；Bueflaidehbfci-uhfffaoysa-；1-(4-methoxyphenyl)-3,3-dimethyl-4-oxoazetidine-2-carbonitrile
• CAS: 124870-74-2
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: BUEFLAIDEHBFCI-UHFFFAOYSA-N

物化性质

• 熔点：
  83-85 °C(Solv: methanol (67-56-1))
• 沸点：
  483.0±40.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(p-anisyl)-4-cyano-3,3-dimethyl-2-azetidinone 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.42h， 以80%的产率得到4-cyano-3,3-dimethyl-2-azetidinone
  参考文献：
  名称：

  Synthesis of novel functionalized monocyclic 2-azetidinones from N,N'-diaryl-α-diimines and lithium ester enolates

  摘要：

  DOI：

  10.1016/s0040-4020(01)80105-8
• 作为产物：
  描述：

  1-(p-anisyl)-3,3-dimethyl-4-(formyl)-2-azetidinone 以74%的产率得到
  参考文献：
  名称：

  ALCAIDE, BENITO;GOMEZ, ANA;PLUMET, JOAQUIN;RODRIRUEZ-LOPEZ, JULIAN, TETRAHEDRON, 45,(1989) N, C. 2751-2762

  摘要：

  DOI：

文献信息

• Synthesis of aryliminoacetonitriles under FVT conditions or by dehydrogenation of arylaminoacetonitriles: an NMR and UV-photoelectron spectroscopy study
  作者：Stanisław Leśniak、Anna Chrostowska、Dawid Kuc、Małgorzata Maciejczyk、Saïd Khayar、Ryszard B. Nazarski、Łukasz Urbaniak

  DOI：10.1016/j.tet.2009.10.080

  日期：2009.12

  The synthesis of [(E)-arylimino]-acetonitriles 3 has been described. It was found that the title compounds can be obtained on the three ways, namely by: (i) dehydrogenation of arylaminoacetonitriles 1, (ii) thermal fragmentation of 1-aryl-4-cyano-beta-lactams 4 and (iii) retro-ene reaction of (allyl-p-methoxyphenyl-amino)-acetonitrile (7a) under FVT conditions. H-1 and C-13 NMR spectra of compounds 3, 5 and 6, and all their precursors 1 and 4, were recorded and analysed in detail using chemical Shifts delta(H) and delta(C) [from GIAO DFT B3LYP/6-31(d) calculations] and J-couplings predicted at the DFT B3LYP/IGLO-II level. Also, UV-photoelectron spectra of 4a,d and 3a,d were measured and analysed considering the theoretical evaluation of their ionisation potentials. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of novel functionalized monocyclic 2-azetidinones from N,N'-diaryl-α-diimines and lithium ester enolates
  作者：Benito Alcaide、Ana Gómez、Joaquín Plumet、Julián Rodríguez-López

  DOI：10.1016/s0040-4020(01)80105-8

  日期：1989.1
• ALCAIDE, BENITO;GOMEZ, ANA;PLUMET, JOAQUIN;RODRIRUEZ-LOPEZ, JULIAN, TETRAHEDRON, 45,(1989) N, C. 2751-2762
  作者：ALCAIDE, BENITO、GOMEZ, ANA、PLUMET, JOAQUIN、RODRIRUEZ-LOPEZ, JULIAN

  DOI：——

  日期：——

表征谱图