2-(2,6-二氯苄氧基)苯胺 | 1038359-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(2,6-二氯苄氧基)苯胺
• 英文名称: 2-(2,6-dichlorobenzyloxy)aniline
• 英文别名: 2-[(2,6-Dichlorophenyl)methoxy]aniline
• CAS: 1038359-02-2
• 化学式: C₁₃H₁₁Cl₂NO
• mdl: MFCD11204024
• 分子量: 268.142
• InChiKey: VYDKCEISKHQLGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基苯酚 、 2,6-二氯苄基溴 在 tetraethylammonium hexafluorophosphate 、 乙腈 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以10%的产率得到2-(2,6-dichlorobenzylamino)phenol
  参考文献：
  名称：

  Electrogenerated acetonitrile anion induced selective N-alkylation of bifunctional compounds

  摘要：

  The simple galvanostatic reduction of a solution of MeCN-0.1 M Et4NPF6 leads to the formation of acetonitrile anion, whose counter-ion is the Et4N+ cation, which leaves the anion 'naked'. This enhances the reactivity of acetonitrile anion, which reveals to be selective in the N-monoalkylation of bifunctional compounds (cycloserine, beta-amino alcohols, 2-substituted anilines) obtaining high yields. N,N-bis-alkylation has never been observed, indicating that the electrochemical methodology is highly regioselective. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.038

文献信息

• Electrogenerated acetonitrile anion induced selective N-alkylation of bifunctional compounds
  作者：Marta Feroci、Daniela De Vita、Luigi Scipione、Giovanni Sotgiu、Silvano Tortorella

  DOI：10.1016/j.tetlet.2012.03.038

  日期：2012.5

  The simple galvanostatic reduction of a solution of MeCN-0.1 M Et4NPF6 leads to the formation of acetonitrile anion, whose counter-ion is the Et4N+ cation, which leaves the anion 'naked'. This enhances the reactivity of acetonitrile anion, which reveals to be selective in the N-monoalkylation of bifunctional compounds (cycloserine, beta-amino alcohols, 2-substituted anilines) obtaining high yields. N,N-bis-alkylation has never been observed, indicating that the electrochemical methodology is highly regioselective. (C) 2012 Elsevier Ltd. All rights reserved.