2-Mesityl-2-propylamine | 30568-43-5

• 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: 2-Mesityl-2-propylamine
• 英文别名: 2-(2,4,6-Trimethylphenyl)propan-2-amine
• CAS: 30568-43-5
• 化学式: C₁₂H₁₉N
• 分子量: 177.29
• InChiKey: SXCRUNLUFYPHRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Mesityl-2-propylamine 在 吡啶 、 iodine pentafluoride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以51%的产率得到2,2',4,4',6,6'-Hexamethylazocumene
  参考文献：
  名称：

  Ortho Methyl Group Effects in Cumyl Systems

  摘要：

  In an attempt to evaluate the steric effect of ortho methyl groups on the stability of the cumyl radical, 2,2',4,4',6,6'-hexamethylazocumene (6) was synthesized and its rate of decomposition was measured. The fact that 6 decomposes 40 times faster than azocumene is attributed to a ground state steric effect. Calculations on the mesitylcumyl radical 1 and cation 2 show both systems to be substantially nonplanar with dihedral angles of 48 degrees and 35 degrees, respectively. Calculated charge distributions for cation 2 corroborate previously obtained NMR results which showed substantial loss of charge delocalization.(1)

  DOI：

  10.1021/jo00121a057
• 作为产物：
  描述：

  2-Methyl-2-mesitylpropionamide 在 氢氧化钾 、 溴 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 8.17h， 生成 2-Mesityl-2-propylamine
  参考文献：
  名称：

  Ortho Methyl Group Effects in Cumyl Systems

  摘要：

  In an attempt to evaluate the steric effect of ortho methyl groups on the stability of the cumyl radical, 2,2',4,4',6,6'-hexamethylazocumene (6) was synthesized and its rate of decomposition was measured. The fact that 6 decomposes 40 times faster than azocumene is attributed to a ground state steric effect. Calculations on the mesitylcumyl radical 1 and cation 2 show both systems to be substantially nonplanar with dihedral angles of 48 degrees and 35 degrees, respectively. Calculated charge distributions for cation 2 corroborate previously obtained NMR results which showed substantial loss of charge delocalization.(1)

  DOI：

  10.1021/jo00121a057

文献信息

• Ortho Methyl Group Effects in Cumyl Systems
  作者：Jack W. Timberlake、Dawei Pan、Jane Murray、Branko S. Jursic、Tonghua Chen

  DOI：10.1021/jo00121a057

  日期：1995.8

  In an attempt to evaluate the steric effect of ortho methyl groups on the stability of the cumyl radical, 2,2',4,4',6,6'-hexamethylazocumene (6) was synthesized and its rate of decomposition was measured. The fact that 6 decomposes 40 times faster than azocumene is attributed to a ground state steric effect. Calculations on the mesitylcumyl radical 1 and cation 2 show both systems to be substantially nonplanar with dihedral angles of 48 degrees and 35 degrees, respectively. Calculated charge distributions for cation 2 corroborate previously obtained NMR results which showed substantial loss of charge delocalization.(1)