piperidino-4-iodo-3-nitrobenzamide | 851077-59-3

• 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: piperidino-4-iodo-3-nitrobenzamide
• 英文别名: (4-Iodo-3-nitrophenyl)-piperidin-1-ylmethanone
• CAS: 851077-59-3
• 化学式: C₁₂H₁₃IN₂O₃
• 分子量: 360.151
• InChiKey: LBDJMHTXOWKDMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  155.5-156.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  464.5±40.0 °C(Predicted)
• 密度：
  1.727±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-硝基碘苯 、 piperidino-4-iodo-3-nitrobenzamide 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ magnesium,1,3,5-trimethylbenzene-6-ide,bromide 、 zinc dibromide 、 三(2-呋喃基)膦 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以77%的产率得到1-[(2,4'-dinitro[1,1'-biphenyl]-4-yl)carbonyl]piperidine
  参考文献：
  名称：

  Synthesis of Functionalized Nitroarylmagnesium Halides via an Iodine−Magnesium Exchange

  摘要：

  Various nitro-substituted aryl and heteroaryl iodides undergo an iodine-magnesium exchange reaction when treated with PhMgCl leading to nitro-containing magnesium organometallics. These Grignard reagents display an excellent stability at temperatures below -40 degrees C and do not undergo electron-transfer reactions. They react as expected with various electrophiles.

  DOI：

  10.1021/jo048132o
• 作为产物：
  描述：

  (4-碘-苯基)-哌啶-1-基-甲酮 在 硫酸 、 硝酸 作用下， 反应 5.0h， 以83%的产率得到piperidino-4-iodo-3-nitrobenzamide
  参考文献：
  名称：

  Synthesis of Functionalized Nitroarylmagnesium Halides via an Iodine−Magnesium Exchange

  摘要：

  Various nitro-substituted aryl and heteroaryl iodides undergo an iodine-magnesium exchange reaction when treated with PhMgCl leading to nitro-containing magnesium organometallics. These Grignard reagents display an excellent stability at temperatures below -40 degrees C and do not undergo electron-transfer reactions. They react as expected with various electrophiles.

  DOI：

  10.1021/jo048132o

文献信息

• Synthesis of Functionalized Nitroarylmagnesium Halides via an Iodine−Magnesium Exchange
  作者：Ioannis Sapountzis、Henry Dube、Robert Lewis、Nina Gommermann、Paul Knochel

  DOI：10.1021/jo048132o

  日期：2005.4.1

  Various nitro-substituted aryl and heteroaryl iodides undergo an iodine-magnesium exchange reaction when treated with PhMgCl leading to nitro-containing magnesium organometallics. These Grignard reagents display an excellent stability at temperatures below -40 degrees C and do not undergo electron-transfer reactions. They react as expected with various electrophiles.