N-溴-N-丁基甲酰胺 | 98071-68-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-溴-N-丁基甲酰胺
• 英文名称: N-bromo-N-butylformamide
• 英文别名: N-Bromo-N-butylformamide
• CAS: 98071-68-2
• 化学式: C₅H₁₀BrNO
• 分子量: 180.044
• InChiKey: JBTFZJBYQWSRSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  丁基甲酰胺 在 溴 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 N-溴-N-丁基甲酰胺
  参考文献：
  名称：

  Photolytic and chromium(II)-promoted addition reactions of N-halogenoformamides with alkenes

  摘要：

  Formamidyl radicals (HCONR) do not intramolecularly abstract hydrogen or cyclise onto aromatic rings, but do add intermolecularly to alkenes. The photolytic addition of N-halogenoformamides to alkenes is inhibited by N-alkylation. However, N-alkyl-N-halogenoformamides add to alkenes in the presence of chromium(II) species. The addition of N-halogenoformamides to alkenes occurs regiospecifically with formamidyl bonding to the less substituted terminus of the alkene. The adducts obtained from N-alkylformamidyls exist as mixtures of rotameric isomers whose configurations have been assigned. The reactivity of the formamidyl radical has been discussed in terms of its conformation and electronic state.

  DOI：

  10.1039/p19920000627

文献信息

• Photolytic and chromium(II)-promoted addition reactions of N-halogenoformamides with alkenes
  作者：Andr� Goosen、Cedric W. McCleland、Alan J. Merrifield

  DOI：10.1039/p19920000627

  日期：——

  Formamidyl radicals (HCONR) do not intramolecularly abstract hydrogen or cyclise onto aromatic rings, but do add intermolecularly to alkenes. The photolytic addition of N-halogenoformamides to alkenes is inhibited by N-alkylation. However, N-alkyl-N-halogenoformamides add to alkenes in the presence of chromium(II) species. The addition of N-halogenoformamides to alkenes occurs regiospecifically with formamidyl bonding to the less substituted terminus of the alkene. The adducts obtained from N-alkylformamidyls exist as mixtures of rotameric isomers whose configurations have been assigned. The reactivity of the formamidyl radical has been discussed in terms of its conformation and electronic state.