1-Acetoxy-4-morpholinopyridin-1-ium tetraphenylborate | 308124-96-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 1-Acetoxy-4-morpholinopyridin-1-ium tetraphenylborate
• 英文别名: (4-morpholin-4-ylpyridin-1-ium-1-yl) acetate;tetraphenylboranuide
• CAS: 308124-96-1
• 化学式: C₁₁H₁₅N₂O₃*C₂₄H₂₀B
• 分子量: 542.486
• InChiKey: JDDCITNEBKRXON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-甲基吡啶氧化物 、 1-Acetoxy-4-morpholinopyridin-1-ium tetraphenylborate 以 乙腈 为溶剂， 生成 4-(morpholin-4-yl)pyridine N-oxide 、 1-acetoxy-4-methylpyridinium tetraphenylborate
  参考文献：
  名称：

  摘要：

  Forty-three (including eight identical) reactions of acetyl transfer from N-acetyloxypyridinium salts to pyridine N-oxides in acetonitrile solutions were studied. The rate constants k(2) vary in the range 10(7)- 10(-1) 1 mol(-1) s(-1); the equilibrium constants K, in the range 10(7)-10(-7); the activation enthalpy DeltaH(not equal), in the range 17-30 kJ mol(-1); the activation entropy -DeltaS(not equal), in the range 60-85 J mol(-1) K-1; and the heat of reaction -DeltaH(0), within +/-50 kJ mol(-1). All reactions occur in a single stage by the concerted SN2 mechanism with a low degree of bond cleavage in the transition state. The rate and equilibrium of the acetyl exchange are satisfactorily described by the Bronsted equation. The quality of predicting the reactivity is substantially improved by introducing into the correlation equation a second parameter, the rates of identical reactions.

  DOI：

  10.1023/a:1013919523997
• 作为产物：
  描述：

  4-(morpholin-4-yl)pyridine N-oxide 、 1-acetoxy-4-methylpyridinium tetraphenylborate 以 乙腈 为溶剂， 生成 4-甲基吡啶氧化物 、 1-Acetoxy-4-morpholinopyridin-1-ium tetraphenylborate
  参考文献：
  名称：

  摘要：

  Forty-three (including eight identical) reactions of acetyl transfer from N-acetyloxypyridinium salts to pyridine N-oxides in acetonitrile solutions were studied. The rate constants k(2) vary in the range 10(7)- 10(-1) 1 mol(-1) s(-1); the equilibrium constants K, in the range 10(7)-10(-7); the activation enthalpy DeltaH(not equal), in the range 17-30 kJ mol(-1); the activation entropy -DeltaS(not equal), in the range 60-85 J mol(-1) K-1; and the heat of reaction -DeltaH(0), within +/-50 kJ mol(-1). All reactions occur in a single stage by the concerted SN2 mechanism with a low degree of bond cleavage in the transition state. The rate and equilibrium of the acetyl exchange are satisfactorily described by the Bronsted equation. The quality of predicting the reactivity is substantially improved by introducing into the correlation equation a second parameter, the rates of identical reactions.

  DOI：

  10.1023/a:1013919523997

文献信息

• Equilibrium of acyl transfer between pyridine N-oxides and their acylonium salts
  作者：V. I. Rubachenko、G. Schroeder、K. Yu. Chotii、V. V. Kovalenko、A. N. Red’ko、B. Lenska

  DOI：10.1134/s1070363208060248

  日期：2008.6

  TransFer of' acyl groups from N-acyloxypyridinium salts to pyridine N-oxides in acetonitrile was studied. The equilibrium constants of' acyl exchange were determined. These quantities vary in the range coverino ei,,ht orders of magnituJe, depending on the structure of the reavents. and are independent of' the z' c C C structure ol'the acyl group.
• ——
  作者：V. I. Rybachenko、K. Yu. Chotii、V. V. Kovalenko、H. Schroeder

  DOI：10.1023/a:1012377922986

  日期：——

  The equilibrium constants or acetyl transfer between O-acetylonium salts of a series of pyridine N-oxides and 4-(4-dimethylaminostyryl)pyridine N-oxide in acetonitrile and methylene chloride were determined. The equilibrium constants correlate with the acid-base characteristics of the N-oxides and with the heats of reactions calculated quantum-chemically.