N,2,2-Trimethyl-3-phenyl-3-buten-1-amine

• 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,2,2-Trimethyl-3-phenyl-3-buten-1-amine
• 英文别名: N,2,2-trimethyl-3-phenylbut-3-en-1-amine
• 化学式: C₁₃H₁₉N
• 分子量: 189.301
• InChiKey: CNSQGEKXVLLCNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,2,2-Trimethyl-3-phenyl-3-buten-1-amine 以 乙腈 为溶剂， 生成 3-甲基丁-2-烯-2-基苯
  参考文献：
  名称：

  Intramolecular photoaddition of secondary .alpha.-(aminoalkyl)styrenes

  摘要：

  The photophysical and photochemical behavior of a aeries of alpha-[(N-methylamino)alkyl]styrenes with two to four methylenes separating the styryl and amino groups and an (aminoalkyl)indene have been investigated and the results compared to those for the intermolecular reaction of alpha-methylstyrene with diethylamine. Both inter- and intramolecular quenching of styrene fluorescence by the amine is observed, indicative of electron-transfer quenching as the initial step in these reactions. The resulting exciplex undergoes regioselective N-H proton transfer to styrene C-beta yielding a biradical, in the case of the intramolecular reaction, and a radical pair, in the case of the intermolecular reaction. Biradical or radical pair combination yields styrene-amine addition products. The conformation of the intermediate exciplex is proposed to control the regioselectivity of the intramolecular N-H proton transfer process.

  DOI：

  10.1021/jo00075a037

文献信息

• Intramolecular photoaddition of secondary .alpha.-(aminoalkyl)styrenes
  作者：Frederick D. Lewis、Dario M. Bassani、G. Dasharatha Reddy

  DOI：10.1021/jo00075a037

  日期：1993.11

  The photophysical and photochemical behavior of a aeries of alpha-[(N-methylamino)alkyl]styrenes with two to four methylenes separating the styryl and amino groups and an (aminoalkyl)indene have been investigated and the results compared to those for the intermolecular reaction of alpha-methylstyrene with diethylamine. Both inter- and intramolecular quenching of styrene fluorescence by the amine is observed, indicative of electron-transfer quenching as the initial step in these reactions. The resulting exciplex undergoes regioselective N-H proton transfer to styrene C-beta yielding a biradical, in the case of the intramolecular reaction, and a radical pair, in the case of the intermolecular reaction. Biradical or radical pair combination yields styrene-amine addition products. The conformation of the intermediate exciplex is proposed to control the regioselectivity of the intramolecular N-H proton transfer process.