2-Bromallyl-hexylamin | 90674-71-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 2-Bromallyl-hexylamin
• 英文别名: β-Bromallyl-n-hexylamin；N-<2-Brom-allyl>-hexylamin；N-(2-bromoprop-2-enyl)hexan-1-amine
• CAS: 90674-71-8
• 化学式: C₉H₁₈BrN
• 分子量: 220.153
• InChiKey: ODDORZKYAMEFCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Bromallyl-hexylamin 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 N-Hexyl-2-deuterioallylamine
  参考文献：
  名称：

  Preparation and reactivity of new .beta.-nitrogen-functionalized vinylic organolithium compounds from secondary aliphatic allylamines

  摘要：

  Two new types of B-nitrogen-functionalized vinylic organolithium compounds have been prepared from secondary aliphatic allylamines through the temporary silylation of the amino group. The monoanionic intermediates 4, stable at -80 degrees C, are generated by a bromine-lithium exchange reaction and the dianionic derivatives 2, stable at room temperature, by a tin-lithium transmetalation reaction. Both types of organolithium compounds react with different electrophiles giving functionalized allylamines 7 and 10-27. Moreover, dianionic derivatives 30, 33 can be prepared directly by bromine-lithium exchange when the beta-elimination reaction of hydrogen bromide in the lithium 2-bromoallylamide is structurally hindered. Additionally, a novel type of anionic 1,3-rearrangement of a trimethylsilyl group from nitrogen to carbon is described.

  DOI：

  10.1021/jo00082a017
• 作为产物：
  描述：

  正己胺 、 2,3-二溴-1-丙烯 以 异丙醚 为溶剂， 生成 2-Bromallyl-hexylamin
  参考文献：
  名称：

  Amines Derived from Dihalopropenes. V.^1a Reaction of 2-Haloallylamines with Various Bases^1b

  摘要：

  DOI：

  10.1021/jo01046a525

文献信息

• Amines Derived from Dihalopropenes. V.^1a Reaction of 2-Haloallylamines with Various Bases^1b
  作者：Albert T. Bottini、Barbara J. King、Robert E. Olsen

  DOI：10.1021/jo01046a525

  日期：1963.11
• Preparation and reactivity of new .beta.-nitrogen-functionalized vinylic organolithium compounds from secondary aliphatic allylamines
  作者：Jose Barluenga、Rosa Maria Canteli、Josefa Florez

  DOI：10.1021/jo00082a017

  日期：1994.2

  Two new types of B-nitrogen-functionalized vinylic organolithium compounds have been prepared from secondary aliphatic allylamines through the temporary silylation of the amino group. The monoanionic intermediates 4, stable at -80 degrees C, are generated by a bromine-lithium exchange reaction and the dianionic derivatives 2, stable at room temperature, by a tin-lithium transmetalation reaction. Both types of organolithium compounds react with different electrophiles giving functionalized allylamines 7 and 10-27. Moreover, dianionic derivatives 30, 33 can be prepared directly by bromine-lithium exchange when the beta-elimination reaction of hydrogen bromide in the lithium 2-bromoallylamide is structurally hindered. Additionally, a novel type of anionic 1,3-rearrangement of a trimethylsilyl group from nitrogen to carbon is described.