3-(hydroxycarbamoyl)-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl | 1080645-98-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 3-(hydroxycarbamoyl)-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl
• CAS: 1080645-98-2
• 化学式: C₉H₁₅N₂O₃
• 分子量: 199.23
• InChiKey: TWUIGUGNUYFORD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(hydroxycarbamoyl)-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl 、 1H-吡咯-1-氧基,3-(氯羰基)-2,5-二氢-2,2,5,5-四甲基- 在 三乙胺 作用下， 以 乙腈 为溶剂， 以66%的产率得到N,O-bis-[(2,2,5,5-tetramethyl-1-oxylopyrrolin-3-yl)carbonyl]hydroxylamine
  参考文献：
  名称：

  Synthesis and structure of products of hydroxylamine acylation with 3-carboxy-2,2,5,5-tetramethylpyrrolinoxyl derivatives

  摘要：

  The reaction of NH2OH with the derivatives of 2,2,5,5-tetramethylpyrrolin-1-oxyl-3-carboxylic acid in all events led to the formation of a mixture of the corresponding nitroxylhydroxamic acid with a stable O-acylhydroxylamine. The ratio between the products depends on the nature of the acylating agent and under the Studied conditions varies from similar to 5.5 : 1 to 1 : 3 indicating the comparable nucleophilicity in this reaction of N and O atoms in the hydroxylamine. The most active chloride of the mentioned acid alongside the indicated products afforded in a considerable yield N,O-diacylhydroxylamine and the triacylated hydroxylamine, 3-{[(2,2,5,5-tetramethyl-1-oxylopyrrolin-3-yl)carbonyloxyimino][(2,2,5,5-tetramethyl-1-oxylopyrrolin-3-yl)carbonyloxy]methyl}-2,2,5,5-tetramethylpyrrolin-1-oxyl. The structure of both latter compounds was established by XRD analysis.

  DOI：

  10.1134/s1070428009080132
• 作为产物：
  描述：

  1H-吡咯-1-氧基,3-(氯羰基)-2,5-二氢-2,2,5,5-四甲基- 在 盐酸羟胺 、 三乙胺 作用下， 以 乙腈 为溶剂， 以54%的产率得到3-(hydroxycarbamoyl)-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl
  参考文献：
  名称：

  Synthesis and structure of 3-(hydroxycarbamoyl)-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl

  摘要：

  Hydroxyamination of 3-chlorocarbonyl-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl gave previously unknown 3-(hydroxycarbamoyl)-2,2,5,5-tetramethyl-2,5-dihydropyrrol-1-oxyl whose structure was determined by X-ray analysis. The hydroxamic acid fragment, has cis configuration, and the carbonyl group occupies distorted trans position with respect to the double bond in the planar dihydropyrrole ring.

  DOI：

  10.1134/s1070428008080125