2-(4-氯苯基)磺酰基-1-(4-硝基苯基)乙酮 | 61820-96-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(4-氯苯基)磺酰基-1-(4-硝基苯基)乙酮
• 英文名称: 4-Nitro-ω-(p-chlorphenylsulfonyl)acetophenon
• 英文别名: 2-(4-Chlorobenzene-1-sulfonyl)-1-(4-nitrophenyl)ethan-1-one；2-(4-chlorophenyl)sulfonyl-1-(4-nitrophenyl)ethanone
• CAS: 61820-96-0
• 化学式: C₁₄H₁₀ClNO₅S
• 分子量: 339.756
• InChiKey: LWTGZKYLKGCQQF-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  562.0±50.0 °C(Predicted)
• 密度：
  1.471±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-氯苯基)磺酰基-1-(4-硝基苯基)乙酮 在 对甲苯磺酰叠氮 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 2-(4-Chloro-benzenesulfonyl)-2-diazo-1-(4-nitro-phenyl)-ethanone
  参考文献：
  名称：

  Ferdinand,G. et al., Justus Liebigs Annalen der Chemie, 1976, p. 1713 - 1726

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯苯磺酰氯 在 碳酸氢钠 、 sodium sulfite 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 2-(4-氯苯基)磺酰基-1-(4-硝基苯基)乙酮
  参考文献：
  名称：

  Rapid synthesis of sulfone derivatives as potential anti-infectious agents

  摘要：

  An original one-pot microwave reaction was developed for the synthesis of sulfone derivatives as new potent antimicrobial agents. This ecofriendly methodology conducted in 30 min led to desired products with good yields. The sulfones (4a and 4b) were obtained via the reaction of 3a with the corresponding halo-derivatives in the presence of sodium hydride.All compounds were tested for their antibacterial and antifungal activities against four bacterial strains (two gram positive, and two gram negative ones) and two yeasts. The disk diffusion method has shown an interesting antibacterial activity for seven compounds (3b-g and 4b) against Staphylococcus attreus. Among these seven compounds, five derivatives (3b-e and 3g) showed activity against Candida tropicalis. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.12.015

文献信息

• Microwave-assisted manganese(III) acetate based oxidative cyclizations of alkenes with β-ketosulfones
  作者：Christophe Curti、Maxime D. Crozet、Patrice Vanelle

  DOI：10.1016/j.tet.2008.10.080

  日期：2009.1

  The microwave-assisted synthesis of 5-(4-nitrophenyl)-2-phenyl-4-(phenylsulfonyl)-2,3-dihydrofuran (5a) was performed via manganese(Ill) acetate based oxidative cyclization of 1-(4-nitrophenyl)-2(phenylsulfonyl)ethanone (3a) with vinylbenzene (4a). This new protocol was applied to four sulfone derivatives (3a-d), using vinylbenzene (4a) and diphenylethene (4b), affording a series of 2,3-dihydrofurans (5a-d, 6a-d) in moderate to good yields (26-55%). Similar methodology, applied on allylbenzene (4c), surprisingly, led to dehydronaphthalene derivatives (7a-d) in moderate yields. The unexpected mechanism and the role of allylbenzene (4c) are herein discussed. (C) 2008 Elsevier Ltd. All rights reserved.
• Naidu, M. S. R.; Naidu, R. Ravi, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 1, p. 99 - 100
  作者：Naidu, M. S. R.、Naidu, R. Ravi

  DOI：——

  日期：——
• FERDINAND G.; JEBLICK W.; SCHANK K., J. LIEBIGS ANN. CHEM. <JLAC-BF>, 1976, NO 9, 1713-1726
  作者：FERDINAND G.、 JEBLICK W.、 SCHANK K.

  DOI：——

  日期：——
• Ferdinand,G. et al., Justus Liebigs Annalen der Chemie, 1976, p. 1713 - 1726
  作者：Ferdinand,G. et al.

  DOI：——

  日期：——
• Rapid synthesis of sulfone derivatives as potential anti-infectious agents
  作者：C. Curti、M. Laget、A. Ortiz Carle、A. Gellis、P. Vanelle

  DOI：10.1016/j.ejmech.2006.12.015

  日期：2007.6

  An original one-pot microwave reaction was developed for the synthesis of sulfone derivatives as new potent antimicrobial agents. This ecofriendly methodology conducted in 30 min led to desired products with good yields. The sulfones (4a and 4b) were obtained via the reaction of 3a with the corresponding halo-derivatives in the presence of sodium hydride.All compounds were tested for their antibacterial and antifungal activities against four bacterial strains (two gram positive, and two gram negative ones) and two yeasts. The disk diffusion method has shown an interesting antibacterial activity for seven compounds (3b-g and 4b) against Staphylococcus attreus. Among these seven compounds, five derivatives (3b-e and 3g) showed activity against Candida tropicalis. (c) 2007 Elsevier Masson SAS. All rights reserved.