4-chloro-N,N-bis(prop-2-enyl)but-2-yn-1-amine | 200620-10-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-chloro-N,N-bis(prop-2-enyl)but-2-yn-1-amine
• CAS: 200620-10-6
• 化学式: C₁₀H₁₄ClN
• 分子量: 183.681
• InChiKey: WSTURKMEQVDESG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• 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

• 作为反应物：
  描述：

  异丁醛 、 4-chloro-N,N-bis(prop-2-enyl)but-2-yn-1-amine 在 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以49%的产率得到7-Diallylamino-2-methyl-hept-5-yn-3-ol
  参考文献：
  名称：

  Functionalised propargyllithium reagents

  摘要：

  The reaction of chlorinated acetylenic ether or amines I with lithium and a catalytic amount of DTBB (5%), in the presence of different electrophiles [(PrCHO)-C-i, (BuCHO)-C-i, PhCHO, Me2CO, (CH2)(5)CO, Me3SiCl] in THF at -78 or -105 degrees C leads, after hydrolysis with water, to the corresponding products 2. The same process applied to the previously deprotonated chloroalcohol 4a or the secondary amine 4b can be carried out in a two-step reaction giving the expected products 6 by using several electrophiles [(PrCHO)-C-i,(BuCHO)-C-i, PhCHO, Me2CO, (CH2)(5)CO, Me3SiCl] at -78 degrees C. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10141-7
• 作为产物：
  描述：

  1,4-二氯-2-丁炔 、 二烯丙基胺 以 四氢呋喃 为溶剂， 反应 10.0h， 以63%的产率得到4-chloro-N,N-bis(prop-2-enyl)but-2-yn-1-amine
  参考文献：
  名称：

  Functionalised propargyllithium reagents

  摘要：

  The reaction of chlorinated acetylenic ether or amines I with lithium and a catalytic amount of DTBB (5%), in the presence of different electrophiles [(PrCHO)-C-i, (BuCHO)-C-i, PhCHO, Me2CO, (CH2)(5)CO, Me3SiCl] in THF at -78 or -105 degrees C leads, after hydrolysis with water, to the corresponding products 2. The same process applied to the previously deprotonated chloroalcohol 4a or the secondary amine 4b can be carried out in a two-step reaction giving the expected products 6 by using several electrophiles [(PrCHO)-C-i,(BuCHO)-C-i, PhCHO, Me2CO, (CH2)(5)CO, Me3SiCl] at -78 degrees C. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10141-7

文献信息

• Functionalised propargyllithium reagents
  作者：Cecilia Gómez、Fernando F Huerta、Isidro M Pastor、Miguel Yus

  DOI：10.1016/s0040-4020(97)10141-7

  日期：1997.12

  The reaction of chlorinated acetylenic ether or amines I with lithium and a catalytic amount of DTBB (5%), in the presence of different electrophiles [(PrCHO)-C-i, (BuCHO)-C-i, PhCHO, Me2CO, (CH2)(5)CO, Me3SiCl] in THF at -78 or -105 degrees C leads, after hydrolysis with water, to the corresponding products 2. The same process applied to the previously deprotonated chloroalcohol 4a or the secondary amine 4b can be carried out in a two-step reaction giving the expected products 6 by using several electrophiles [(PrCHO)-C-i,(BuCHO)-C-i, PhCHO, Me2CO, (CH2)(5)CO, Me3SiCl] at -78 degrees C. (C) 1997 Elsevier Science Ltd.