2,4-dimethyl-d6-6-(1-propenyl)-s-triazine | 438200-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2,4-dimethyl-d6-6-(1-propenyl)-s-triazine
• CAS: 438200-19-2
• 化学式: C₈H₁₁N₃
• 分子量: 155.148
• InChiKey: GZPQHSKNPOHIDF-XERRXZQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.67
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9-硼双环[3.3.1]壬烷 、 2,4-dimethyl-d6-6-(1-propenyl)-s-triazine 以 氘代氯仿 为溶剂， 反应 480.0h， 生成 、
  参考文献：
  名称：

  Hydration with Mercuric Acetate and the Reduction with 9-BBN−H of 2-(1-Alkenyl)-4,6-dimethyl-s-triazines

  摘要：

  Oxymercuration-demercuration of a double bond in conjugation with the 4,6-dimethyl-s-triazin-2-yl substituent as in alkenes la,b gave anti-Markovnikov regioselectivity, which is explained by the electron-withdrawing nature of the triazinyl substituent. However, hydroboration of the conjugated alkenes with 9-BBN-H gave the corresponding alkanes 5a-c under normal workup conditions with or without oxidation. With time and without workup the hydroboration of 1b gave spectral evidence for the formation of intermediates 9-13 resulting from the migration of the 9-BBN moiety from the a-carbon to a ring nitrogen with concurrent formation of an exocyclic double bond to an a-carbon of the ring. Hydrolysis of the intermediates gave 5a-c. A possible mechanism involving successive allylic rearrangements is presented.

  DOI：

  10.1021/jo010784e
• 作为产物：
  描述：

  1-(4,6-dimethyl-s-triazin-2-yl)2-propanol 在 氘氧化钠 、 2-甲基苯磺酸 、 乙酸酐 作用下， 以 重水 为溶剂， 反应 146.0h， 生成 2,4-dimethyl-d6-6-(1-propenyl)-s-triazine
  参考文献：
  名称：

  Hydration with Mercuric Acetate and the Reduction with 9-BBN−H of 2-(1-Alkenyl)-4,6-dimethyl-s-triazines

  摘要：

  Oxymercuration-demercuration of a double bond in conjugation with the 4,6-dimethyl-s-triazin-2-yl substituent as in alkenes la,b gave anti-Markovnikov regioselectivity, which is explained by the electron-withdrawing nature of the triazinyl substituent. However, hydroboration of the conjugated alkenes with 9-BBN-H gave the corresponding alkanes 5a-c under normal workup conditions with or without oxidation. With time and without workup the hydroboration of 1b gave spectral evidence for the formation of intermediates 9-13 resulting from the migration of the 9-BBN moiety from the a-carbon to a ring nitrogen with concurrent formation of an exocyclic double bond to an a-carbon of the ring. Hydrolysis of the intermediates gave 5a-c. A possible mechanism involving successive allylic rearrangements is presented.

  DOI：

  10.1021/jo010784e