(2-deuteriomethylphenyl)dimethylamine | 64065-24-3

• 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: (2-deuteriomethylphenyl)dimethylamine
• 英文别名: 2-deuteriomethyl-N,N-dimethyl-aniline；2-(deuteriomethyl)-N,N-dimethylaniline
• CAS: 64065-24-3
• 化学式: C₉H₁₃N
• 分子量: 136.201
• InChiKey: JDEJGVSZUIJWBM-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  N,N-二甲基邻甲苯胺 在 2,2,6,6-四甲基哌啶 、 正丁基锂 、 potassium tert-butylate 、 氘代甲醇 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以83%的产率得到(2-deuteriomethylphenyl)dimethylamine
  参考文献：
  名称：

  Controlled Anion Migrations with a Mixed Metal Li/K-TMP Amide: General Application to Benzylic Metalations

  摘要：

  A general method is described for benzylic metalation of o-, m-, and p-substituted toluenes using a mixed metal amide base generated from BuLi/KOtBu/TMP at -78 degrees C in THF. The excellent selectivity achieved can be rationalized by the ability of the mixed metal amide base to facilitate an anion migration from the kinetic (o-aryl) to the benzylic metalation site. Remarkably, this controlled anion migration is achievable with catalytic amounts of TMP at -78 degrees C.

  DOI：

  10.1021/ja110234v

文献信息

• α-C—H Alkylation of Methyl Sulfides with Alkenes by a Scandium Catalyst
  作者：Yong Luo、Yuanhong Ma、Zhaomin Hou

  DOI：10.1021/jacs.7b11245

  日期：2018.1.10

  addition of sulfides to alkenes is an atom-efficient route for the functionalization and modification of sulfide compounds through C-C bond formation, but this transformation is highly challenging. We report here the regioselective α-C(sp3)-H addition of a wide range of methyl sulfides to a variety of olefins and dienes by a half-sandwich scandium catalyst. This protocol provides a unique route for the synthesis

  硫化物与烯烃的 CH 加成是通过形成 CC 键对硫化物化合物进行官能化和改性的一种原子有效途径，但这种转化极具挑战性。我们在这里报告了通过半夹心钪催化剂将多种甲基硫化物区域选择性地加成到各种烯烃和二烯中的 α-C(sp3)-H。该协议为通过在硫相邻碳原子上以 100% 原子效率的方式形成 CC 键来合成多种硫化物衍生物提供了独特的途径。
• Controlled Anion Migrations with a Mixed Metal Li/K-TMP Amide: General Application to Benzylic Metalations
  作者：Patricia Fleming、Donal F. O’Shea

  DOI：10.1021/ja110234v

  日期：2011.2.16

  A general method is described for benzylic metalation of o-, m-, and p-substituted toluenes using a mixed metal amide base generated from BuLi/KOtBu/TMP at -78 degrees C in THF. The excellent selectivity achieved can be rationalized by the ability of the mixed metal amide base to facilitate an anion migration from the kinetic (o-aryl) to the benzylic metalation site. Remarkably, this controlled anion migration is achievable with catalytic amounts of TMP at -78 degrees C.