4-苯乙烯基吡啶1-氧化物 | 2683-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-苯乙烯基吡啶1-氧化物
• 英文名称: 4-styrylpyridine-1-oxide
• 英文别名: 4-styrylpyridine-N-oxide；1-oxido-4-(2-phenylethenyl)pyridin-1-ium
• CAS: 2683-68-3
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: PRRGAMKJYDZXJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  草酸 、 4-苯乙烯基吡啶1-氧化物 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  杂环氮氧化物对质子供体化合物的络合能力

  摘要：

  研究了吡啶N-氧化物的苯乙烯基衍生物与质子供体在各种溶剂中的相互作用。紫外可见光谱和热重分析法用于确定所得分子复合物的光谱和热化学特征。建立了配合物的热力学参数对N-氧化物结构和溶剂化介质的依赖性。DSC方法用于确定N氧化物及其与质子供体的复合物的去溶剂化和熔融过程的温度和焓特征。

  DOI：

  10.1134/s1070363219070101
• 作为产物：
  描述：

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

  摘要：

  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.

  DOI：

  10.1023/a:1024974323588

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、G. Schroeder、K. Yu. Chotii、E. V. Titov、V. V. Kovalenko、B. Leska、L. V. Grebenyuk

  DOI：10.1023/a:1013919523997

  日期：——

  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.
• ——
  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.
• ——
  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.
• Complexing Ability of Heterocyclic N-Oxides Toward Proton Donor Compounds
  作者：N. Sh. Lebedeva、Yu. A. Gubarev、E. S. Yurina、S. S. Guseinov、A. I. V’yugin、V. P. Andreev

  DOI：10.1134/s1070363219070101

  日期：2019.7

  interaction of styryl derivatives of pyridine N-oxides with proton donors in various solvents was studied. UV-Vis spectroscopy and thermogravimetric analysis were applied to determine the spectral and thermo-chemical characteristics of the resulting molecular complexes. The dependences of the thermodynamic parameters of the complexes on the N-oxide structure and on the solvating medium were established

  研究了吡啶N-氧化物的苯乙烯基衍生物与质子供体在各种溶剂中的相互作用。紫外可见光谱和热重分析法用于确定所得分子复合物的光谱和热化学特征。建立了配合物的热力学参数对N-氧化物结构和溶剂化介质的依赖性。DSC方法用于确定N氧化物及其与质子供体的复合物的去溶剂化和熔融过程的温度和焓特征。