1-(4-Nitro-phenyl)-5-phenyl-penta-2,4-dien-1-on | 3587-96-0

• 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: 1-(4-Nitro-phenyl)-5-phenyl-penta-2,4-dien-1-on
• 英文别名: 1-(4-Nitrophenyl)-5-phenyl-pentadien-1-on；5-Phenyl-1-<4-nitro-phenyl>-pentadien-(2,4)-on-(1)；1-<4-Nitro-phenyl>-5-phenyl-penta-2,4-dien-1-on；5-Phenyl-1-<4-nitro-phenyl>-1-oxo-pentadien-(2,4)；1-Phenyl-5-<4-nitro-phenyl>-pentadien-(1,3)-on-(5)；4'-Nitro-5-phenyl-2,4-pentadienophenone；1-(4-nitrophenyl)-5-phenylpenta-2,4-dien-1-one
• CAS: 3587-96-0
• 化学式: C₁₇H₁₃NO₃
• 分子量: 279.295
• InChiKey: KPBBTVNQTLCPTB-UHFFFAOYSA-N

物化性质

• 熔点：
  175-176 °C
• 沸点：
  476.4±45.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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-(4-Nitro-phenyl)-5-phenyl-penta-2,4-dien-1-on 在 iron(III) chloride 、 硫酸 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 3-(4-nitrophenyl)-1-phenyl-5-styryl-1H-pyrazole
  参考文献：
  名称：

  铁催化的1,3,5-三取代吡唑啉的好氧氧化芳构化

  摘要：

  已经报道了一种简单且高产率的方法，该方法通过铁（III）催化的吡唑啉的需氧氧化芳构化合成三取代的吡唑。该过程证明了多种功能基团的耐受性。

  DOI：

  10.1016/j.catcom.2013.09.002
• 作为产物：
  描述：

  肉桂醛 、 对硝基苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 1-(4-Nitro-phenyl)-5-phenyl-penta-2,4-dien-1-on
  参考文献：
  名称：

  铁催化的1,3,5-三取代吡唑啉的好氧氧化芳构化

  摘要：

  已经报道了一种简单且高产率的方法，该方法通过铁（III）催化的吡唑啉的需氧氧化芳构化合成三取代的吡唑。该过程证明了多种功能基团的耐受性。

  DOI：

  10.1016/j.catcom.2013.09.002

文献信息

• KF-Al₂O₃Induced the Condensation of 2-Nitrofluorene and Para-Substituted Acetophenones with Aromatic Aldehydes
  作者：Chao-Guo Yan、Jing Sun

  DOI：10.1080/00397910008087010

  日期：2000.10

  Abstract In the presence of KF-Al2O3 as a solid base, 2-nitrofluorene 1 condensed with aromatic aldehydes 2a-f in methanol to give 2-nitrodibenzo-fulvenes 3a-f in high yield. The para-substituted acetophenones 4a-f reacted with cinnamic aldehyde to give 1, 5-diaryl-2, 4-pentadien-1-ones 6a-f in moderate yield.

  摘要 在作为固体碱的 KF-Al2O3 存在下，2-硝基芴 1 与芳香醛 2a-f 在甲醇中缩合，以高收率得到 2-硝基二苯并富烯 3a-f。对位取代的苯乙酮 4a-f 与肉桂醛反应以中等产率得到 1, 5-二芳基-2, 4-戊二烯-1-酮 6a-f。
• Design, Synthesis, and Bioactivities Screening of a Diaryl Ketone-Inspired Pesticide Molecular Library as Derived from Natural Products
  作者：Hong Zhang、Hong Jin、Lan-zhu Ji、Ke Tao、Wei Liu、Hao-yu Zhao、Tai-ping Hou

  DOI：10.1111/j.1747-0285.2011.01082.x

  日期：2011.7

  Three natural products, 1,5‐diphenylpentan‐1‐one, 1,5‐diphenylpent‐2‐en‐1‐one, and 3‐hydroxy‐1,5‐diphenylpentan‐1‐one, with good insecticidal activities were extracted from Stellera chamaejasme L. Based on their shared diaryl ketone moiety as ‘pharmacophores’, a series of diaryl ketones were synthesized and tested for insecticidal activity, acetylcholinesterase inhibitory activity, and antifungal activity. All synthesized compounds showed poor insecticidal and acetylcholinesterase inhibitory activities. Compound III with a furyl ring showed strong activities against plant pathogenic fungi. The IC50 of compound (E)‐1‐(2,4‐dichlorophenyl)‐3‐(furan‐2‐yl)‐ ‐prop‐2‐en‐1‐one (III2) was 1.20 mg/L against Rhizoctonia solani, suggesting its strong potential as a novel antifungal drug.
• Ultrasound-Promoted Synthesis of 1,5-Diarylpenta-2,4-dien-1-ones Catalyzed by Activated Barium Hydroxide
  作者：Ying Xin、Zhi-He Zang、Feng-Lei Chen

  DOI：10.1080/00397910902883686

  日期：2009.10.21

  1,5-Diarylpenta-2,4-dien-1-ones were synthesized with ultrasound irradiation in the presence of activated barium hydroxide as catalyst. Compared to conventional methods, the present methodology offers several advantages such as excellent yields, simple procedure, short reaction times, and milder conditions.
• Bhat, K. Ishwar; Kumar, Abhishek; Prathyusha, Indian Journal of Heterocyclic Chemistry, 2015, vol. 25, # 2, p. 161 - 164
  作者：Bhat, K. Ishwar、Kumar, Abhishek、Prathyusha

  DOI：——

  日期：——
• Ishwar Bhat; Kumar, Abhishek; Thara, Indian Journal of Heterocyclic Chemistry, 2014, vol. 23, # 3, p. 271 - 276
  作者：Ishwar Bhat、Kumar, Abhishek、Thara、Kumar, Pankaj

  DOI：——

  日期：——