N-[(3-chlorophenyl)diazenyl]-N-methylmethanamine | 20241-05-8

• 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-[(3-chlorophenyl)diazenyl]-N-methylmethanamine
• 英文别名: 1-(3-chlorophenyl)-3,3-dimethyltriazene
• CAS: 20241-05-8
• 化学式: C₈H₁₀ClN₃
• 分子量: 183.64
• InChiKey: XJRXTTURVBVZRR-ZHACJKMWSA-N

物化性质

• 沸点：
  249.7±42.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  27.96
• 氢给体数：
  0.0
• 氢受体数：
  2.0

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  N-[(3-chlorophenyl)diazenyl]-N-methylmethanamine 、 二碳酸二叔丁酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 N-(t-butoxycarbonyl)-N-methyl(o-chlorobenzyl)amine 、 N-(t-butoxycarbonyl)-N-methyl(p-chlorobenzyl)amine
  参考文献：
  名称：

  Formation of benzylamines from triazene compounds via a 1,2-proton shift

  摘要：

  A new approach to benzylamines using triazene compounds has been developed that is facilitated by the lithiation of aryltriazenes followed by treatment with an electrophile. The regioselectivity of the reaction can be controlled by means of the substituents in the aryl group. The reaction contains the following steps: intramolecular carbon-carbon bond formation involving lithiation of an alkyl group on a 3-nitrogen atom; a 1,2-proton shift; and the subsequent release of nitrogen gas. Through the use of a deuterated triazene, we were able to determine that the reaction proceeds through a 1,2-proton shift. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.063

文献信息

• Formation of benzylamines from triazene compounds via a 1,2-proton shift
  作者：Keiji Nishiwaki、Takashi Ogawa、Kazumi Shigeta、Koichi Takahashi、Keizo Matsuo

  DOI：10.1016/j.tet.2006.04.063

  日期：2006.7

  A new approach to benzylamines using triazene compounds has been developed that is facilitated by the lithiation of aryltriazenes followed by treatment with an electrophile. The regioselectivity of the reaction can be controlled by means of the substituents in the aryl group. The reaction contains the following steps: intramolecular carbon-carbon bond formation involving lithiation of an alkyl group on a 3-nitrogen atom; a 1,2-proton shift; and the subsequent release of nitrogen gas. Through the use of a deuterated triazene, we were able to determine that the reaction proceeds through a 1,2-proton shift. (c) 2006 Elsevier Ltd. All rights reserved.