1-N,N-dimethylcarbamoyloxy-4-dimethylaminopyridinium tetraphenylborate | 118972-30-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-N,N-dimethylcarbamoyloxy-4-dimethylaminopyridinium tetraphenylborate
• 英文别名: [4-(dimethylamino)pyridin-1-ium-1-yl] N,N-dimethylcarbamate;tetraphenylboranuide
• CAS: 118972-30-8
• 化学式: C₁₀H₁₆N₃O₂*C₂₄H₂₀B
• 分子量: 529.49
• InChiKey: LQLRWVDAVMEQGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 1-N,N-dimethylcarbamoyloxy-4-dimethylaminopyridinium tetraphenylborate 以 乙腈 为溶剂， 生成 、 4-(二甲胺基丙基)吡啶
  参考文献：
  名称：

  Identical acyl transfer reactions between pyridine N-oxides and their N-acylonium salts

  摘要：

  28 identical acyl exchange reactions R-CO-Nu(+), X- + Nu between pyridine N-oxides in acetonitrile were studied. Here, X- = BP and R = methyl, N,N-dimethylamino, N,N-diethylamino, 4-morpholino, 1-piperidino, N-methyl, N-phenylamino, or N,N-diphenylamino group. The IR and NMR spectroscopic characteristics of acyloxypyridinium salts were determined, and the quantum-chemical parameters of all reagents calculated. The results were subjected to correlation analysis. It was found that the rate of identical acyl transfer reactions was controlled by the interaction of frontier orbitals in the transition state.

  DOI：

  10.1134/s0036024407100111
• 作为产物：
  描述：

  4-(二甲胺基丙基)吡啶 、 1-二甲基氨基甲酰氧基-4-甲氧基吡啶四苯基硼酸盐 以 乙腈 为溶剂， 生成 4-甲氧基吡啶-N-氧化物 、 1-N,N-dimethylcarbamoyloxy-4-dimethylaminopyridinium tetraphenylborate
  参考文献：
  名称：

  Rybachenko; Titov; Gol'dshtein, Russian Journal of Physical Chemistry, 1997, vol. 71, # 2, p. 192 - 196

  摘要：

  DOI：

文献信息

• Rybachenko; Chotii; Kovalenko, Russian Journal of Physical Chemistry, 2003, vol. 77, # 10, p. 1695 - 1698
  作者：Rybachenko、Chotii、Kovalenko、Shreder

  DOI：——

  日期：——
• ——
  作者：G. Schroeder、V. I. Rybachenko、K. Yu. Chotii、V. V. Kovalenko、L. V. Grebenyuk、B. Lenska、K. Eitner

  DOI：10.1023/a:1024974323588

  日期：——

  Dimethylcarbamoyl transfer from N-acyloxypyridinium salts to pyridine N-oxides in acetonitrile occurs in one stage by the forced concerted S(N)2 mechanism. The rate and equilibrium of the reaction are fairly described by the Bronsted equation. The Marcus equation provides a much higher quality of reactivity predictions.
• Rybachenko; Titov; Gol'dshtein, Russian Journal of Physical Chemistry, 1997, vol. 71, # 2, p. 192 - 196
  作者：Rybachenko、Titov、Gol'dshtein、Grebenyuk、Chotii、Semenova

  DOI：——

  日期：——
• Identical acyl transfer reactions between pyridine N-oxides and their N-acylonium salts
  作者：V. I. Rybachenko、G. Shroeder、K. Yu. Chotii、V. V. Kovalenko、A. N. Red’ko、B. Gierzyk

  DOI：10.1134/s0036024407100111

  日期：2007.10

  28 identical acyl exchange reactions R-CO-Nu(+), X- + Nu between pyridine N-oxides in acetonitrile were studied. Here, X- = BP and R = methyl, N,N-dimethylamino, N,N-diethylamino, 4-morpholino, 1-piperidino, N-methyl, N-phenylamino, or N,N-diphenylamino group. The IR and NMR spectroscopic characteristics of acyloxypyridinium salts were determined, and the quantum-chemical parameters of all reagents calculated. The results were subjected to correlation analysis. It was found that the rate of identical acyl transfer reactions was controlled by the interaction of frontier orbitals in the transition state.