4-methoxycarbonyl-1-methylpyridinium radical | 64754-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-methoxycarbonyl-1-methylpyridinium radical
• 英文别名: 1-methyl-4-methoxycarbonylpyridinyl；4-methoxycarbonyl-1-methyl-1,2-dihydro-pyridin-2-yl；1-Methyl-4-carbomethoxy-pyridyl；4-Carbomethoxy-1-methylpyridinyl
• CAS: 64754-20-7
• 化学式: C₈H₁₀NO₂
• 分子量: 152.173
• InChiKey: WUPVWGIJXBRTDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  13.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异烟酸甲酯 在 锌 作用下， 以 乙腈 为溶剂， 生成 4-methoxycarbonyl-1-methylpyridinium radical
  参考文献：
  名称：

  Photochemistry of stable pyridinyl radicals. Photolysis of N-alkyl-4-(carboalkoxy)pyridinyls

  摘要：

  DOI：

  10.1021/jo00318a027
• 作为试剂：
  描述：

  1,1'-trimethylenebis(4-(carbomethoxy)pyridinium) diiodide 在 4-methoxycarbonyl-1-methylpyridinium radical 作用下， 以 乙腈 为溶剂， 生成 1,1'-Trimethylenbis(4-carbomethoxypyridinium)kationradikal
  参考文献：
  名称：

  Stable free radicals. 13. Reinvestigation of the pyridinyl diradical, 1,1'-trimethylenebis(4-(carbomethoxy)pyridinyl)

  摘要：

  DOI：

  10.1021/ja00406a024

文献信息

• Electron-transfer reactions of rhenium carbonyl radicals with N-methylpyridinium cations: application of Marcus-type relationships
  作者：Michael R. Burke、Theodore L. Brown

  DOI：10.1021/ja00196a027

  日期：1989.7

  radicals, Re(CO)sub 4}L* (L = PMesub 3} or P(O-i-Pr)sub 3}), generated via flash photolysis at 22degree}C of acetonitrile solutions of the corresponding dinuclear compounds, Resub 2}(CO)sub 8}Lsub 2}, are observed to undergo electron transfer to substituted N-methylpyridinium cations. Reaction rates were measured by observing the disappearance of the transient absorption due to Re(CO)sub 4}L* or

  铼羰基自由基，Re(CO)sub 4}L* (L = PMesub 3} 或 P(Oi-Pr)sub 3})，通过在 22°}C 的乙腈溶液的闪光光解产生观察到相应的双核化合物 Resub 2}(CO)sub 8}Lsub 2} 发生电子转移到取代的 N-甲基吡啶鎓阳离子。通过观察由于Re(CO)sub 4}L* 引起的瞬时吸收的消失或由于产物吡啶基自由基引起的吸收的出现来测量反应速率。
• On the Nature of Solvent Effects on Redox Properties
  作者：Heidi Svith、Henrik Jensen、Johan Almstedt、Paula Andersson、Thomas Lundbäck、Kim Daasbjerg、Mats Jonsson

  DOI：10.1021/jp031268q

  日期：2004.5.1

  The one-electron reduction potentials of six radical cations, four cations, and four neutral radicals in tetrahydrofuran, dichloromethane, dimethyl sulfoxide, N-methyl-2-pyrrolidinone, N,N-dimethylformamide, acetonitrile, methanol, ethanol, 2-propanol, acetone, formamide, and 1,1,1,3,3,3-hexafluoropropan-2-ol have been measured by cyclic voltammetry. For 10 of the redox couples, the redox process was reversible in all solvents. These results have been used to evaluate solvent effects by means of the Kamlet-Taft relationship. The relative importance of the solvent parameters alpha, beta, pi*, and delta(H) is 54.9, 9.6, 15.5 and 20.0%, respectively, for the radical cation displaying the strongest solvent dependence. In addition, we have studied the entropy contribution to some of the observed solvent effects by measuring the redox potentials as a function of temperature. The absolute value of the entropy appears to increase with increasing hydrogen bond donor ability of the solvent. The variation in entropy indicates that specific solvation is of main importance when considering solvent effects on redox properties.
• EPR-Spectroscopic Investigation of the Self-Exchange Electron Transfer Rate Constants and Reorganization Energies for some Electrochemically Generated Radicals.
  作者：Dorothée Jürgen、Steen Uttrup Pedersen、Jens Arne Pedersen、Henning Lund、Ward T. Robinson、Bryan R. Wood、Ward T. Robinson、Björn O. Roos、Claire Vallance、Bryan R. Wood

  DOI：10.3891/acta.chem.scand.51-0767

  日期：——

  The electron transfer rate constants for self-exchange reactions between 4-methoxycarbonyl-1-methylpyridinium cation (1(+)) and its radical(1(.)), azulene (2) and azulene radical anion (2(-.)) and 2,5-di-tert-butyl-1,4-dimethoxybenzene (3) and its radical cation (3(+.)) have been investigated by EPR line-broadening measurements in DMF or acetonitrile. The aromatic radicals were generated electrochemically in an improved flow cell. The rate constants were determined in the slow exchange region, and the self-exchange reorganization energies were calculated.
• Photochemistry of stable pyridinyl radicals. Photolysis of N-alkyl-4-(carboalkoxy)pyridinyls
  作者：Katsuhiko Takagi、Yoshiro Ogata

  DOI：10.1021/jo00318a027

  日期：1981.2