N-(1-phenylethoxy)diethylamine | 190318-02-6

• 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: N-(1-phenylethoxy)diethylamine
• 英文别名: N-ethyl-N-(1-phenylethoxy)ethanamine
• CAS: 190318-02-6
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: PMSNLKGHZZDGON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1-phenylethoxy)diethylamine 以 氘代苯 为溶剂， 反应 15.0h， 生成 苯乙烯 、 乙基苯 、 (E)-1,3-diphenyl-1-butene 、 1,3-二苯基丁烷 、 、 (3R,5S)-2-Ethyl-3-methyl-5-phenyl-isoxazolidine 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Thermolysis of a Tertiary Alkoxyamine. Recombination and Disproportionation of α-Phenethyl/Diethyl Nitroxyl Radical Pairs

  摘要：

  Alkoxyamine 3 undergoes thermolysis only on heating to over 150 degrees C, Delta H double dagger = 34.3 +/- 1.6 kcal/mol and Delta S double dagger = 0.8 +/- 3.7 eu. The initially formed nitroxyl (6) and alpha-phenethyl radicals (5) mainly disproportionate to styrene plus diethylhydroxylamine (2) but they also recombine to starting material and undergo a new reaction, disproportionation to ethylbenzene plus nitrone(12). The latter reacts with the styrene product to yield oxazolidines 8 and 9. The competition between attack of 6, generated from azo-alpha-phenylethane (1), on 2 versus styrene allowed us to calculate a rate constant at 120 degrees C of 5 x 10(3) M-1 s(-1) for H . transfer from diethylhydroxylamine to 5.

  DOI：

  10.1021/jo961852d
• 作为产物：
  描述：

  二乙基羟胺 、 乙基苯 在 二叔丁基过氧化物 作用下， 反应 168.0h， 以2.6%的产率得到N-(1-phenylethoxy)diethylamine
  参考文献：
  名称：

  Thermolysis of a Tertiary Alkoxyamine. Recombination and Disproportionation of α-Phenethyl/Diethyl Nitroxyl Radical Pairs

  摘要：

  Alkoxyamine 3 undergoes thermolysis only on heating to over 150 degrees C, Delta H double dagger = 34.3 +/- 1.6 kcal/mol and Delta S double dagger = 0.8 +/- 3.7 eu. The initially formed nitroxyl (6) and alpha-phenethyl radicals (5) mainly disproportionate to styrene plus diethylhydroxylamine (2) but they also recombine to starting material and undergo a new reaction, disproportionation to ethylbenzene plus nitrone(12). The latter reacts with the styrene product to yield oxazolidines 8 and 9. The competition between attack of 6, generated from azo-alpha-phenylethane (1), on 2 versus styrene allowed us to calculate a rate constant at 120 degrees C of 5 x 10(3) M-1 s(-1) for H . transfer from diethylhydroxylamine to 5.

  DOI：

  10.1021/jo961852d