N,N-diethyl-2-methyl-3,3-diphenylpropan-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,N-diethyl-2-methyl-3,3-diphenylpropan-1-amine
• 英文别名: diethyl(2-methyl-3,3-diphenylpropyl)amine
• 化学式: C₂₀H₂₇N
• 分子量: 281.441
• InChiKey: IAMAYQWEAUKTRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二乙胺基丙酮 在 三氟甲磺酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.0h， 生成 N,N-diethyl-2-methyl-3,3-diphenylpropan-1-amine
  参考文献：
  名称：

  Charge Migration in Dicationic Electrophiles and Its Application to the Synthesis of Aza-polycyclic Aromatic Compounds

  摘要：

  Superacid-promoted reactions of dicationic electrophiles have been studied, and the positive charge centers are found to migrate apart in a predictable manner. Using isotopic labeling the charge migration is found in one system to occur through successive deprotonation-reprotonation steps. The charge migration chemistry is the basis for new general synthetic route to aza-polycyclic aromatic compounds.

  DOI：

  10.1021/ol060125u

文献信息

• Dicationic Ring-Opening Reactions of <i>trans</i>-2-Phenylcyclopropylamine·HCl: Electrophilic Cleavage of the Distal (C₂–C₃) Bond of Cyclopropanes
  作者：Sten O. Nilsson Lill、Rajasekhar Reddy Naredla、Matthew E. Zielinski、Larecia Knoecer、Douglas A. Klumpp

  DOI：10.1021/jo4016198

  日期：2013.9.6

  Electrophilic ring opening of trans-2-phenylcyclopropylamine·HCl occurs at the distal (C2–C3) bond. This is consistent with weakening of the distal bond by the σ-withdrawing ammonium group and charge–charge repulsive effects in the transition state.

  反式-2-苯基环丙胺·HCl 的亲电开环发生在远端（C 2 -C 3）键上。这与在过渡态中通过 σ 吸收铵基团和电荷 - 电荷排斥效应减弱远侧键是一致的。
• Charge Migration in Dicationic Electrophiles and Its Application to the Synthesis of Aza-polycyclic Aromatic Compounds
  作者：Ang Li、Patrick J. Kindelin、Douglas A. Klumpp

  DOI：10.1021/ol060125u

  日期：2006.3.1

  Superacid-promoted reactions of dicationic electrophiles have been studied, and the positive charge centers are found to migrate apart in a predictable manner. Using isotopic labeling the charge migration is found in one system to occur through successive deprotonation-reprotonation steps. The charge migration chemistry is the basis for new general synthetic route to aza-polycyclic aromatic compounds.