5-(heptafluoropropyl)-6-methyluracil

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(heptafluoropropyl)-6-methyluracil
• 英文别名: 5-(1,1,2,2,3,3,3-heptafluoropropyl)-6-methylpyrimidine-2,4-diol
• 化学式: C₈H₅F₇N₂O₂
• mdl: MFCD00433713
• 分子量: 294.129
• InChiKey: JHRCIENNXYHXBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  6-methyl-2,4-bis(trimethylsiloxy)pyrimidine 在 水 作用下， 以 1,1,2-三氯三氟乙烷（CFC-113） 、 乙酸乙酯 为溶剂， 反应 5.5h， 生成 5-(heptafluoropropyl)-6-methyluracil
  参考文献：
  名称：

  Facile perfluoroalkylation of uracils and uridines at the C-5 position

  摘要：

  Perfluoroalkylation at the C-5 position of uracil has been achieved in yields of 38-56% by the reaction of its bis(trimethylsilyl) derivative with bis(perfluoroalkanoyl) peroxides and the hydrolytic deprotection of the silylated products. A substituent or nitrogen replacement at C-6 does not interfere with perfluoroalkylation at C-5, but no significant reaction occurs at C-6 when C-5 is blocked.

  DOI：

  10.1016/s0022-1139(00)80396-6

文献信息

• Facile perfluoroalkylation of uracils and uridines at the C-5 position
  作者：Masakazu Nishida、Shozo Fujii、Hiroshi Kimoto、Yoshio Hayakawa、Hideo Sawada、Louis A. Cohen

  DOI：10.1016/s0022-1139(00)80396-6

  日期：1993.7

  Perfluoroalkylation at the C-5 position of uracil has been achieved in yields of 38-56% by the reaction of its bis(trimethylsilyl) derivative with bis(perfluoroalkanoyl) peroxides and the hydrolytic deprotection of the silylated products. A substituent or nitrogen replacement at C-6 does not interfere with perfluoroalkylation at C-5, but no significant reaction occurs at C-6 when C-5 is blocked.