吡咯基自由基 | 81584-01-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 吡咯基自由基
• 英文名称: Pyrrole radical
• 英文别名: pyrrolyl radical；Pyrrol-radikal
• CAS: 81584-01-2
• 化学式: C₄H₄N
• 分子量: 66.0825
• InChiKey: RRIPJBIUAZFPTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吡唑 在 sulfate radical anion 作用下， 以 水 为溶剂， 生成 吡咯基自由基
  参考文献：
  名称：

  电子自旋共振和脉冲辐解研究水溶液中羟自由基和硫酸根（1-）自由基与五元杂环化合物的反应

  摘要：

  DOI：

  10.1021/j100368a032

文献信息

• Pyrolysis of 3-Methoxypyridine. Detection and Characterization of the Pyrrolyl Radical by Threshold Photoelectron Spectroscopy
  作者：Fabian Holzmeier、Isabella Wagner、Ingo Fischer、Andras Bodi、Patrick Hemberger

  DOI：10.1021/acs.jpca.5b10743

  日期：2016.7.14

  assigned to ring deformation modes. Furthermore, (E)- and (Z)-1-cyanoallyl radicals were found to contribute to the TPE spectrum below 8.9 eV. In addition, we have identified two parallel decomposition channels of the pyrrolyl radical, yielding either hydrogen cyanide and propargyl radical or acetylene and cyanomethyl radical. The reaction energy profiles have also been calculated for these reactions

  发现在加热的热解反应器中3-甲氧基吡啶的热解是在气相中产生吡咯基自由基c -C 4 H 4 N的有效方法。使用真空紫外同步加速器辐射记录该自由基的阈值光电子（TPE）光谱。光谱显示在9.11±0.02 eV（X + 1 A）处的单重态基态和在9.43±0.05 eV的激发三重态（state + 3 A）下。在两个阳离子状态下都观察到振动结构，并且可以将其分配给环变形模式。此外，（E）-和（Z发现）-1-氰基烯丙基自由基对低于8.9eV的TPE光谱有贡献。另外，我们确定了吡咯基的两个平行分解通道，产生氰化氢和炔丙基或乙炔和氰甲基。还已经为这些反应计算了反应能分布。另外，报道了前体3-甲氧基吡啶的解离光电离。
• Thermal decomposition of N-methylpyrrole: experimental and modeling study
  作者：Assa Lifshitz、Itzhak Shweky、Carmen Tamburu

  DOI：10.1021/j100119a031

  日期：1993.4

  The thermal decomposition of N-methylpyrrole was studied behind reflected shocks in a pressurized driver single pulse shock tube over the temperature range 1050-1300 K at overall densities of approximately 3 X 10(-5) mol/cm3. A large number of decomposition products with and without bound nitrogen were obtained under shock heating. High concentrations of isomerization (2- and 3-methylpyrrole) and six-membered ring compounds (pyridine) were also found. The main decomposition channel is initiated by a rupture of the N-CH3 bond with a rate constant of initiation k(init) = 10(16.26) exp(-79.5 X 10(3)/RT) s-1, where R is expressed in units of cal/(K mol). Abstraction reactions and recombination of methyl radicals lead to the production of a line of hydrocarbons such as CH4, C2H6, and C2H4. Abstraction of a hydrogen atom from the N-CH3 group leads to the production of C4H4N-CH2. which upon ring enlargement produces pyridine. Toluene was used as a free radical scavenger to distinguish between radical chains and unimolecular processes. Reaction products such as CH3CN are obtained by a unimolecular decomposition of the N-methylpyrrole ring. The total decomposition of N-methylpyrrole in terms of a first-order rate constant is given by k(total) = 10(16.7) exp(-79.2 X 10(3)/RT) s-1. First-order Arrhenius rate parameters for the formation of the various reaction products are given, a reaction scheme is suggested, and results of computer simulation and sensitivity analysis are shown. Differences and similarities in the reactions of pyrrole and N-methylpyrrole are discussed.