1,2-diisobutyrylpiperidazine | 68387-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1,2-diisobutyrylpiperidazine
• 英文别名: N,N'-diisobutyrylhexahydropyridazine；1,2-Diisobutyrylpiperidazin；1,2-diisobutyryl-hexahydro-pyridazine；1,2-Diisobutyryl-hexahydro-pyridazin；1,1'-(Tetrahydropyridazine-1,2-diyl)bis(2-methylpropan-1-one)；2-methyl-1-[2-(2-methylpropanoyl)diazinan-1-yl]propan-1-one
• CAS: 68387-96-2
• 化学式: C₁₂H₂₂N₂O₂
• 分子量: 226.319
• InChiKey: NBQMAWDMSDCMQM-UHFFFAOYSA-N

物化性质

• 熔点：
  40 °C (approx)
• 沸点：
  121-124 °C(Press: 2 Torr)
• 密度：
  1.038±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-diisobutyrylpiperidazine 在 盐酸 作用下， 生成 六氢哒嗪
  参考文献：
  名称：

  Stetter; Spangenberger, Chemische Berichte, 1958, vol. 91, p. 1982,1987

  摘要：

  DOI：
• 作为产物：
  描述：

  六氢哒嗪 、 异丁酰氯 在 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1,2-diisobutyrylpiperidazine
  参考文献：
  名称：

  Anionic [3,3] Rearrangements of Cyclic Hydrazine Diacylates to Medium-Size Cyclic Diamides and Their Structures

  摘要：

  The anionic rearrangement of N,N'-dimethyl-N,N'-diacylhydrazines to 1,2-disubstituted succinamides proceeds in the presence of a ajacent enolate-stabilizing substituent such as a phenyl group. However, a substituent that poorly stabilizes the alpha-carbanion results in an extremely-low yield of the products. The [3,3] sigmatropic rearrangement generally requires a chair form for the cyclic six-centered transition state. When the dienolates of N,N'-diacylhydrazines have favorable steric factors for the cyclic transition state, the rearrangement seems to proceed smoothly. The diacylates of 5- to 8-membered cyclic hydrazine which readily adopt a favorable conformation for the:[33] :rearrangement readily rearrange to 9- to 12-membered cyclic diamides.

  DOI：

  10.3987/com-99-8747

文献信息

• Groszkowski, Stefan; Wrona, Jadwiga, Polish Journal of Chemistry, 1982, vol. 56, # 7/8/9, p. 1131 - 1138
  作者：Groszkowski, Stefan、Wrona, Jadwiga

  DOI：——

  日期：——
• GROSZKOWSKI, S.;WRONA, J., POL. J. CHEM., 1982, 56, N 7-9, 1131-1138
  作者：GROSZKOWSKI, S.、WRONA, J.

  DOI：——

  日期：——
• Stetter; Spangenberger, Chemische Berichte, 1958, vol. 91, p. 1982,1987
  作者：Stetter、Spangenberger

  DOI：——

  日期：——
• Anionic [3,3] Rearrangements of Cyclic Hydrazine Diacylates to Medium-Size Cyclic Diamides and Their Structures
  作者：Yasuyuki Endo、Takuya Uchida、Kentaro Yamaguchi

  DOI：10.3987/com-99-8747

  日期：——

  The anionic rearrangement of N,N'-dimethyl-N,N'-diacylhydrazines to 1,2-disubstituted succinamides proceeds in the presence of a ajacent enolate-stabilizing substituent such as a phenyl group. However, a substituent that poorly stabilizes the alpha-carbanion results in an extremely-low yield of the products. The [3,3] sigmatropic rearrangement generally requires a chair form for the cyclic six-centered transition state. When the dienolates of N,N'-diacylhydrazines have favorable steric factors for the cyclic transition state, the rearrangement seems to proceed smoothly. The diacylates of 5- to 8-membered cyclic hydrazine which readily adopt a favorable conformation for the:[33] :rearrangement readily rearrange to 9- to 12-membered cyclic diamides.