4,4-二苯基-2-甲基-1-吡咯烷醇 | 171819-59-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4,4-二苯基-2-甲基-1-吡咯烷醇
• 英文名称: 4,4-Diphenyl-2-methyl-1-pyrrolidinol
• 英文别名: 1-Hydroxy-2-methyl-4,4-diphenylpyrrolidine
• CAS: 171819-59-3
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: XLPVQJXUGKVHLP-UHFFFAOYSA-N

物化性质

• 沸点：
  393.2±42.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-二苯基-2-甲基-1-吡咯烷醇 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 生成 2-甲基-4,4-二苯基吡咯烷
  参考文献：
  名称：

  Reverse Cope elimination reactions. 1. Mechanism and scope

  摘要：

  N-4-Pentenyl- and N-5-hexenyl-N-methylhydroxylamine cyclized under mild conditions in a reverse Cope elimination reaction to give 1,2-dimethylpyrrolidine N-oxide and 1,2-dimethylpiperidine N-oxide, respectively. The reaction was shown to be concerted and thermodynamically controlled. The scope of this novel cyclization is discussed, and comparisons are made with the closely related and previously reported cyclization of monosubstituted alkenylhydroxylamines to give cyclic hydroxylamines.

  DOI：

  10.1021/jo00123a013
• 作为产物：
  描述：

  1,1-二苯基-3-丁烯-1-甲醛 在 盐酸 、 盐酸羟胺 、 sodium acetate 、 sodium cyanoborohydride 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 生成 4,4-二苯基-2-甲基-1-吡咯烷醇
  参考文献：
  名称：

  Reverse Cope elimination reactions. 1. Mechanism and scope

  摘要：

  N-4-Pentenyl- and N-5-hexenyl-N-methylhydroxylamine cyclized under mild conditions in a reverse Cope elimination reaction to give 1,2-dimethylpyrrolidine N-oxide and 1,2-dimethylpiperidine N-oxide, respectively. The reaction was shown to be concerted and thermodynamically controlled. The scope of this novel cyclization is discussed, and comparisons are made with the closely related and previously reported cyclization of monosubstituted alkenylhydroxylamines to give cyclic hydroxylamines.

  DOI：

  10.1021/jo00123a013

文献信息

• Reverse Cope elimination reactions. 1. Mechanism and scope
  作者：Engelbert Ciganek、John M. Read、Joseph C. Calabrese

  DOI：10.1021/jo00123a013

  日期：1995.9

  N-4-Pentenyl- and N-5-hexenyl-N-methylhydroxylamine cyclized under mild conditions in a reverse Cope elimination reaction to give 1,2-dimethylpyrrolidine N-oxide and 1,2-dimethylpiperidine N-oxide, respectively. The reaction was shown to be concerted and thermodynamically controlled. The scope of this novel cyclization is discussed, and comparisons are made with the closely related and previously reported cyclization of monosubstituted alkenylhydroxylamines to give cyclic hydroxylamines.