(3-Methyl-1-phenyl-but-2-enyl)-phenyl-amine | 161452-79-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (3-Methyl-1-phenyl-but-2-enyl)-phenyl-amine
• CAS: 161452-79-5
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: IOXHHBAWMAMXCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (3-Methyl-1-phenyl-but-2-enyl)-phenyl-amine 在 盐酸 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以67.6%的产率得到N-(3-methyl-1-phenylbut-2-en-1-yl)-N-phenylnitrous amide
  参考文献：
  名称：

  Thermolysis of Geminal BisAzoalkanes. Stabilization of a Carbon-Centered Radical by the Azo Substituent

  摘要：

  Two geminal bisazoalkanes (1 and 2) have been employed to generate a radical center next to the azo group. The 8.0 kcal/mol lower Delta G double dagger for thermolysis of 1 and 2 relative to model compounds and 7 is dissected into a 1 kcal/mol contribution from ground state elevation of 1 and 2 and at least 2.6 kcal/mol from phenyl stabilization of radical 3. Any extra stabilization of the aliphatic 2,3-diazaallyl radical (4) relative to alpha,alpha-dimethylallyl amounts to no more than 4.4 kcal/mol. Finally, gamma-phenyl conjugation of the alpha,alpha-dimethylallyl radical stabilizes it by 4.5 kcal/mol.

  DOI：

  10.1021/jo00100a028
• 作为产物：
  描述：

  3-甲基-2-丁烯醛 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 、 苯 为溶剂， 反应 4.5h， 生成 (3-Methyl-1-phenyl-but-2-enyl)-phenyl-amine
  参考文献：
  名称：

  Thermolysis of Geminal BisAzoalkanes. Stabilization of a Carbon-Centered Radical by the Azo Substituent

  摘要：

  Two geminal bisazoalkanes (1 and 2) have been employed to generate a radical center next to the azo group. The 8.0 kcal/mol lower Delta G double dagger for thermolysis of 1 and 2 relative to model compounds and 7 is dissected into a 1 kcal/mol contribution from ground state elevation of 1 and 2 and at least 2.6 kcal/mol from phenyl stabilization of radical 3. Any extra stabilization of the aliphatic 2,3-diazaallyl radical (4) relative to alpha,alpha-dimethylallyl amounts to no more than 4.4 kcal/mol. Finally, gamma-phenyl conjugation of the alpha,alpha-dimethylallyl radical stabilizes it by 4.5 kcal/mol.

  DOI：

  10.1021/jo00100a028