3-吡咯烷甲醇,2,2,4,4-四甲基- | 139461-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 3-吡咯烷甲醇,2,2,4,4-四甲基-
• 英文名称: 3-(Hydroxymethyl)-2,2,4,4-tetramethyl-1-pyrrolidine
• 英文别名: (2,2,4,4-Tetramethylpyrrolidin-3-yl)methanol
• CAS: 139461-48-6
• 化学式: C₉H₁₉NO
• 分子量: 157.256
• InChiKey: KDRCXVWPWNLLIX-UHFFFAOYSA-N

物化性质

• 沸点：
  209.1±13.0 °C(Predicted)
• 密度：
  0.872±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-吡咯烷甲醇,2,2,4,4-四甲基- 在 potassium carbonate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.5h， 生成 N-(Benzyloxycarbonyl)-3-formyl-2,2,4,4-tetramethylpyrrolidine
  参考文献：
  名称：

  Design of modified pyrroline N-oxide derivatives as spin traps specific for hydroxyl radical

  摘要：

  Nitrones, 4-[2-(ethoxycarbonyl)ethyl]-3,3,5,5-tetramethyl-1-pyrroline N-oxide (7a) and 4-[2-(ethoxycarbonyl)ethyl]-5,5-di([H-2(3)[methyl)-3,3-dimethyl-1-pyrrolidine N-oxide (7b) have been synthesized. The ability of the nitrone (7a) to spin trap hydroxyl and superoxide radicals has been compared with nitrones 11a and 5,5-dimethyl-1-pyrroline N-oxide (DMPO, 8). Nitrone 11a bears a carbethoxy group at C-4, whereas nitrone 7a has a spacer of two methylene units between the carbethoxy and the basic nitrone ring skeleton. Nitrone 11a trapped both hydroxyl and superoxide radicals, while nitrone 7a trapped only hydroxyl radical. The hydroxyl radical adducts of 7a and 11a were more resistant toward superoxide-mediated reduction than the hydroxyl radical adduct of DMPO (8).

  DOI：

  10.1021/jo00034a020
• 作为产物：
  描述：

  ethyl ester of 3,3,5,5-tetramethyl-pyrroline-carboxylic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以95%的产率得到3-吡咯烷甲醇,2,2,4,4-四甲基-
  参考文献：
  名称：

  Design of modified pyrroline N-oxide derivatives as spin traps specific for hydroxyl radical

  摘要：

  Nitrones, 4-[2-(ethoxycarbonyl)ethyl]-3,3,5,5-tetramethyl-1-pyrroline N-oxide (7a) and 4-[2-(ethoxycarbonyl)ethyl]-5,5-di([H-2(3)[methyl)-3,3-dimethyl-1-pyrrolidine N-oxide (7b) have been synthesized. The ability of the nitrone (7a) to spin trap hydroxyl and superoxide radicals has been compared with nitrones 11a and 5,5-dimethyl-1-pyrroline N-oxide (DMPO, 8). Nitrone 11a bears a carbethoxy group at C-4, whereas nitrone 7a has a spacer of two methylene units between the carbethoxy and the basic nitrone ring skeleton. Nitrone 11a trapped both hydroxyl and superoxide radicals, while nitrone 7a trapped only hydroxyl radical. The hydroxyl radical adducts of 7a and 11a were more resistant toward superoxide-mediated reduction than the hydroxyl radical adduct of DMPO (8).

  DOI：

  10.1021/jo00034a020

文献信息

• US5354871A
  申请人：——

  公开号：US5354871A

  公开（公告）日：1994-10-11