1-(9H-Fluoren-2-YL)-3-(4-nitrophenyl)prop-2-EN-1-one | 88093-06-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(9H-Fluoren-2-YL)-3-(4-nitrophenyl)prop-2-EN-1-one
• 英文别名: 1-(9H-fluoren-2-yl)-3-(4-nitrophenyl)prop-2-en-1-one
• CAS: 88093-06-5
• 化学式: C₂₂H₁₅NO₃
• 分子量: 341.366
• InChiKey: TWUYGPLFJDUBBN-UHFFFAOYSA-N

物化性质

• 熔点：
  229-231 °C(Solv: nitromethane (75-52-5))
• 沸点：
  548.7±50.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(9H-Fluoren-2-YL)-3-(4-nitrophenyl)prop-2-EN-1-one 在 sodium chloride dihydrate 作用下， 以 水 、 甲苯 为溶剂， 生成 9H-fluoren-2-yl-[(2R,3R)-3-(4-nitrophenyl)oxiran-2-yl]methanone
  参考文献：
  名称：

  Synthesis, spectral studies, antimicrobial, antioxidant and insect antifeedant activities of some 9H-fluorene-2-yl keto-oxiranes

  摘要：

  Thirteen ee (alpha S,beta R)9H-fluorene-2-ylketo-oxiranes (2(9H)-fluorene-4-yl[3-(substituted phenyl)oxiran2-yl]methanones) have been synthesized by phase transfer catalysed epoxidation of 9H-fluorene-2-yl chalcones. The yields of oxiranes are more than 95%. The synthesized oxiranes have been characterized by IR, H-1, C-13 and GC-MS spectral data. The spectral data are correlated with Hammett substituent constants and Swain-Lupton parameters. From the regression analysis, the effect of substituents on the group frequencies has been predicted. The antimicrobial, antioxidant and insect antifeedant activities of all the synthesized oxiranes have been studied. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.06.027
• 作为产物：
  描述：

  2-bromo-1-(9H-fluoren-2-yl)ethanone 在 sodium ethanolate 作用下， 以 乙醇 、 甲苯 、 苯 为溶剂， 反应 30.5h， 生成 1-(9H-Fluoren-2-YL)-3-(4-nitrophenyl)prop-2-EN-1-one
  参考文献：
  名称：

  Antonyuk, A. S.; Dombrovskii, A. V., Journal of general chemistry of the USSR, 1983, vol. 53, # 8, p. 1571 - 1575

  摘要：

  DOI：

文献信息

• Ananthakrishna Nadar; Dae Dong Sung, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2000, vol. 39, # 10, p. 1066 - 1069
  作者：Ananthakrishna Nadar、Dae Dong Sung

  DOI：——

  日期：——
• Antonyuk, A. S.; Dombrovskii, A. V., Journal of general chemistry of the USSR, 1983, vol. 53, # 8, p. 1571 - 1575
  作者：Antonyuk, A. S.、Dombrovskii, A. V.

  DOI：——

  日期：——
• Synthesis, spectral studies, antimicrobial, antioxidant and insect antifeedant activities of some 9H-fluorene-2-yl keto-oxiranes
  作者：G. Thirunarayanan、G. Vanangamudi

  DOI：10.1016/j.saa.2011.06.027

  日期：2011.10

  Thirteen ee (alpha S,beta R)9H-fluorene-2-ylketo-oxiranes (2(9H)-fluorene-4-yl[3-(substituted phenyl)oxiran2-yl]methanones) have been synthesized by phase transfer catalysed epoxidation of 9H-fluorene-2-yl chalcones. The yields of oxiranes are more than 95%. The synthesized oxiranes have been characterized by IR, H-1, C-13 and GC-MS spectral data. The spectral data are correlated with Hammett substituent constants and Swain-Lupton parameters. From the regression analysis, the effect of substituents on the group frequencies has been predicted. The antimicrobial, antioxidant and insect antifeedant activities of all the synthesized oxiranes have been studied. (C) 2011 Elsevier B.V. All rights reserved.