4-amino-1,3,5-trimethyl-1,2,4-triazolium tosylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-amino-1,3,5-trimethyl-1,2,4-triazolium tosylate
• 英文别名: 4-Methylbenzenesulfonate;1,3,5-trimethyl-1,2,4-triazol-4-ium-4-amine
• 化学式: C₅H₁₁N₄*C₇H₇O₃S
• 分子量: 298.366
• InChiKey: BJQVRCAVKMKZMH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.06
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-amino-1,3,5-trimethyl-1,2,4-triazolium tosylate 以 乙腈 为溶剂， 反应 7.0h， 生成 N-甲氧基苯甲酰胺
  参考文献：
  名称：

  Photochemistry of N-(benzoylimino)-1,2,4-triazolium and N-(benzoylimino)pyridinium ylides: a source of benzoylnitrene useful in photolabeling and photo-cross-linking experiments

  摘要：

  The photochemistry of substituted 1-(benzoylimino)pyridinium and 4-(N-benzoylimino)-1,2,4-triazolium ylides was investigated to judge their capacity to give aroylnitrenes and their suitability for use in photolabeling experiments. Evidence presented indicates that the triplet states of the ylides cleave to generate aroylnitrenes. In an attempt to enhance triplet formation, nitro- and acetyl-substituted pyridinium ylides were examined. Their irradiation does not give nitrenes in meaningful yield. However, irradiation of the triazolium ylides gives nitrenes in excellent yield. The mechanism of these reactions was probed, and additional evidence is obtained that supports the proposal that benzoylnitrene is a singlet in its ground state. The triazolium ylides may be suitable reagents for photolabeling applications.

  DOI：

  10.1021/jo00038a017

文献信息

• Photochemistry of N-(benzoylimino)-1,2,4-triazolium and N-(benzoylimino)pyridinium ylides: a source of benzoylnitrene useful in photolabeling and photo-cross-linking experiments
  作者：Charles R. Arnold、Tracy Melvin、William M. Nelson、Gary B. Schuster

  DOI：10.1021/jo00038a017

  日期：1992.6

  The photochemistry of substituted 1-(benzoylimino)pyridinium and 4-(N-benzoylimino)-1,2,4-triazolium ylides was investigated to judge their capacity to give aroylnitrenes and their suitability for use in photolabeling experiments. Evidence presented indicates that the triplet states of the ylides cleave to generate aroylnitrenes. In an attempt to enhance triplet formation, nitro- and acetyl-substituted pyridinium ylides were examined. Their irradiation does not give nitrenes in meaningful yield. However, irradiation of the triazolium ylides gives nitrenes in excellent yield. The mechanism of these reactions was probed, and additional evidence is obtained that supports the proposal that benzoylnitrene is a singlet in its ground state. The triazolium ylides may be suitable reagents for photolabeling applications.