1-(4-溴苯胺基)环戊烷-1-腈 | 73143-10-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-(4-溴苯胺基)环戊烷-1-腈
• 英文名称: 1-(N-4-bromophenylamino)cyclopentanecarbonitrile
• 英文别名: 1-(4-bromo-anilino)-cyclopentanecarbonitrile；1-(4-Brom-anilino)-cyclopentancarbonitril；1-(4-Brom-anilino)-1-cyan-cyclopentan；1-(4-Bromoanilino)cyclopentane-1-carbonitrile
• CAS: 73143-10-9
• 化学式: C₁₂H₁₃BrN₂
• 分子量: 265.153
• InChiKey: WGSHEWFMWCELQT-UHFFFAOYSA-N

物化性质

• 熔点：
  69 °C
• 沸点：
  404.8±30.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三甲基乙腈 、 环戊酮 、 4-溴苯胺 在 phenylsulfonic acid(at)silica(at)nano-Fe₃O₄ 作用下， 以 neat (no solvent) 为溶剂， 反应 20.0h， 以86%的产率得到1-(4-溴苯胺基)环戊烷-1-腈
  参考文献：
  名称：

  Magnetic Solid Sulfonic Acid Decorated with Hydrophobic Regulators: A Combinatorial and Magnetically Separable Catalyst for the Synthesis of α-Aminonitriles

  摘要：

  A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of alpha-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.

  DOI：

  10.1021/co500022g

文献信息

• Magnetic Solid Sulfonic Acid Decorated with Hydrophobic Regulators: A Combinatorial and Magnetically Separable Catalyst for the Synthesis of α-Aminonitriles
  作者：Akbar Mobaraki、Barahman Movassagh、Babak Karimi

  DOI：10.1021/co500022g

  日期：2014.7.14

  A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of alpha-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.