[2-(二甲基氨基甲基)苯基]-二苯基-甲醇 | 6969-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: [2-(二甲基氨基甲基)苯基]-二苯基-甲醇
• 英文名称: 2-(α,α-diphenylmethylcarbinol)-N,N-dimethylbenzylamine
• 英文别名: 2--α-phenyl-benzhydrol；2-<α-Benzhydrolyl>-N,N-dimethyl-benzylamin；Diphenyl-<2-dimethylaminomethyl-phenyl>-carbinol；2-Dimethylaminomethyl-triphenylcarbinol；Diphenyl-(2-dimethylaminomethyl-phenyl)-carbinol；{2-[(Dimethylamino)methyl]phenyl}(diphenyl)methanol；[2-[(dimethylamino)methyl]phenyl]-diphenylmethanol
• CAS: 6969-98-8
• 化学式: C₂₂H₂₃NO
• 分子量: 317.431
• InChiKey: YYAQPHUOVOIUGK-UHFFFAOYSA-N

物化性质

• 溶解度：
  1.2 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922199090

反应信息

• 作为产物：
  描述：

  N,N-二甲基苄胺 、 二苯甲酮 在 仲丁基锂 作用下， 以 乙醚 、 甲苯 、 正戊烷 为溶剂， 以60%的产率得到[2-(二甲基氨基甲基)苯基]-二苯基-甲醇
  参考文献：
  名称：

  ‘Counter-intuitive’ regioselectivity, subtle steric and solvation effects in lithiation of cyclic tertiary aralkylamines

  摘要：

  Lithiation of a series of cyclic aralkyl tertiary amines with sec-BuLi in various solvents has been studied. There is a subtle sensitivity to steric factors and lithium coordinating solvents/additives have an adverse effect. ortho-Lithiation is observed only in the case of an eight-membered cyclic amine and the ease of benzylic lithiation with respect to nitrogen is in the surprising order gamma > beta >> alpha, delta. These observations are discussed in the context of nitrogen coordination promoted lithiation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.110

文献信息

• Ortho metalations of ring-substituted benzyldimethylamines by butyllithium and condensations with benzophenone. Nucleophilic mechanism Cyclizations to phthalans
  作者：Karl Phillip Klein、Charles R. Hauser

  DOI：10.1021/jo01280a038

  日期：1967.5
• ‘Counter-intuitive’ regioselectivity, subtle steric and solvation effects in lithiation of cyclic tertiary aralkylamines
  作者：Satinder V. Kessar、Paramjit Singh、Kamal Nain Singh、P. Venugopalan、Amarjit Kaur、Manu Mahendru、Rajiv Kapoor

  DOI：10.1016/j.tetlet.2005.07.110

  日期：2005.9

  Lithiation of a series of cyclic aralkyl tertiary amines with sec-BuLi in various solvents has been studied. There is a subtle sensitivity to steric factors and lithium coordinating solvents/additives have an adverse effect. ortho-Lithiation is observed only in the case of an eight-membered cyclic amine and the ease of benzylic lithiation with respect to nitrogen is in the surprising order gamma > beta >> alpha, delta. These observations are discussed in the context of nitrogen coordination promoted lithiation. (c) 2005 Elsevier Ltd. All rights reserved.