N-methylpyrazinium | 17066-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-methylpyrazinium
• 英文别名: N-methyl-pyrazinium ion；1-methyl-pyrazinium；Methylpyrazinium；1-methylpyrazin-1-ium
• CAS: 17066-96-5
• 化学式: C₅H₇N₂
• 分子量: 95.124
• InChiKey: BSNHVVCFZSILST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  16.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  hexaaquaruthenium(II) tosylate 、 N-methylpyrazinium 以 水 为溶剂， 生成
  参考文献：
  名称：

  取代钌水配合物的合成与性能

  摘要：

  [Ru（H 2 O）6 ] 2+是一种通用试剂，可轻松合成各种络合物[Ru（H 2 O）n L 6– n ] 2+（L =杂环N-供体），其光谱和光谱描述了电化学性质。

  DOI：

  10.1039/c39810001216
• 作为产物：
  描述：

  吡嗪 、 sodium monochloroacetic acid 以 水 为溶剂， 生成 N-methylpyrazinium
  参考文献：
  名称：

  Crystal structures and photoluminescence of the Zn(II) and Cd(II) complexes of N-methylpyrazinium obtained by a less hazardous approach

  摘要：

  Compared to previously reported methods, a less hazardous approach has been used to synthesize N-methylpyrazinium cation (mpz(+)) by the reaction of pyrazine and ClCH2COONa. Although a few mpz(+)-containing complexes have been documented, there is no example of mpz(+)-containing group IIB metal complexes. Three novel complexes containing mpz(+), (mpz)ZnI3 (1), [(mpz)CdCl3](n) (2), and [(mpz)CdBr3]n (3), have been successfully obtained via a solution or hydrothermal method by reactions of ZnI2, CdCl2 center dot 2.5H(2)O, and CdBr2 center dot 4H(2)O with the mpz(+) ligand, respectively. Complex 1 features an isolated structure, with each zinc atom coordinated by one mpz+ ligand and three terminal iodine atoms. The CD spectra of I reveal that it exhibits spontaneous resolution. Complexes 2 and 3 are isotypic, and exhibit chain structures made by linear arrays of Cd(II) bridged by halogen atoms. Photoluminescent analyses reveal that complexes 1-3 exhibit strong blue emissions originating from intra-ligand pi-pi* transition of the mpz(+) ligand. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2009.12.017

文献信息

• 2-Mercaptobenzoxazole pentacyanoferrate(II/III) complexes—kinetics of formation, substitution and the thermodynamic cycle
  作者：Juciane B Luiz、G Jeffery Leigh、Fábio S Nunes

  DOI：10.1016/s0277-5387(02)01178-6

  日期：2002.9

  Activation parameters for the dissociation reactions of [FeIII(CN)5(bzoxsh)]2− were found with ΔS#=+11.4 J K−1 mol−1 and ΔH#=93.3 kJ mol−1. Specific rate constant for the dissociation of [FeIII(CN)5(L)]2−, L=dmso and py, were obtained as 2.5×10−5 and 1.5×10−5 s−1, respectively. The kinetic and thermodynamic stabilities of the complexes are discussed and correlated with the metalligand bond type and the

  在MeOH / H 2 O（75：25％）溶剂混合物中研究[Fe II / III（CN）5（bzoxsh）] 3- / 2-（bzoxsh = 2-巯基苯并恶唑）配合物的取代和形成动力学在μ = 1.00 NaClO 4 mol l -1时。Fe II / III离子的bzoxsh离解速率，在25°C下，k d  II = 3.7×10 -4和k d  III = 4.5×10 -3 s -1，是通过常规动力学确定的。大量盈余（10 2 –10 3倍数的进攻试剂（L =二甲基亚砜（dmso），吡啶（py）和N-甲基吡嗪鎓）在铁络合物上。二阶速率常数k f  II = 2.9×10 2和k f  III = 3.9×10 6 dm 3 mol -1 s -1和平衡常数K f  II = 7.8×10 5和K f  III = 8.6× 10 8 dm 3摩尔-1，也使用热力学循环的构造来计算。Fe
• Leaving group effects on ligand substitution reactions of pentacyanoferrate(II) complexes: rate constant and activation volume correlations
  作者：Saad Alshehri、John Burgess、Rudi van Eldik、Colin D. Hubbard

  DOI：10.1016/0020-1693(95)04547-3

  日期：1995.12

  The kinetics of the reaction of cyanide ions with pentacyanoferrate(II) complexes have been studied spectrophotometrically at pressures of 1 bar and up to 1 kbar, at 298.2 K. An excess of cyanide ions was employed and first-order kinetics were observed both in aqueous solution and in aqueous-mono-ol mixtures. For several pyridine derivative leaving groups, neutral or mono-positively charged, the rate

  在18.2 bar和18.2 bar压力下分光光度法研究了氰化物离子与五氰基高铁酸盐（II）配合物的反应动力学。使用了过量的氰化物离子，并且在水溶液中均观察到一级动力学溶液和单醇水溶液混合。对于几个吡啶衍生物离去基团（中性或单正电荷），水性介质中的速率常数变化仅超过半个数量级，尽管硫脲和喹喔啉的稳定性更高，解离速率常数约为十三百倍分别大于此范围。加入40％甲醇后，观察到速率常数的变化非常小，在一些研究的实例中，动力学差异仅在富含助溶剂的混合物中才变得显着。激活体积，ΔV＊，对于在水中的反应都是阳性，证实了在D机理中离去基团的预期键扩展。溶剂化的变化和配体的差异不能完全解释ΔV ∗值的变化，也不能完全解释添加助溶剂时该参数的变化。速率常数的对数与配体的p K a和ΔV ∗均具有合理的良好相关性。讨论了离去基团性质和动力学参数的其他潜在相关性。
• Redox- and thermally-induced linkage isomerization of thieno[2,3-d]pyrimidin-4-one pentacyanoferrate(II/III) complexes
  作者：Mayara Hissami Inoue、Fábio Souza Nunes

  DOI：10.1016/j.ica.2019.02.005

  日期：2019.4

  pentacyanoferrate(II/III) complexes, [FeII/III(CN)5(L)]3−/2−, were prepared in H2O/DMF (3:1) solutions and characterized by spectroscopic (UV–vis), electrochemical (cyclic voltammetry), and spectroelectrochemical techniques. Results indicate a slight preference of iron(II) to coordination through the nitrogen atom, while iron(III) prefers sulfur, instead. Electrochemical experiments support linkage isomerization

  摘要Thieno [2,3-d]嘧啶-4-酮（LN，S）和嘧啶酮（LN）戊基高铁酸酯（II / III）配合物，[FeII / III（CN）5（L）] 3- / 2-，在H2O / DMF（3：1）溶液中制备，并通过光谱（UV-vis），电化学（循环伏安法）和光谱电化学技术进行表征。结果表明，铁（II）对于通过氮原子进行配位反应略有偏爱，而铁（III）则更倾向于硫。电化学实验在两种氧化态下均支持键异构化，Fe-κN→Fe-κS，但该现象显然与电子转移过程有关。相对于铁（II）络合物，在进攻试剂（N-甲基吡嗪鎓）大量过量（102-103倍）的情况下，常规动力学提供了[FeII（CN）5]配体LN，S的解离速率] 3−离子在20°C时kdII = 3.84×10−3 s-1。异构化的动力学常数评估为kIINS = 5.82×10-2 s-1，由于它比解离常数（kdII）高15倍，因此我们得出
• Preparation, characterization and substitution kinetics in the complexes of pentacyanoruthenate(II) with hydrazine
  作者：Alberto A. Chevalier、Luis A. Gentil、Jose A. Olabe

  DOI：10.1016/s0277-5387(00)86934-x

  日期：1992.1

  Potassium pentacyanohydrazineruthenate(II) trihydrate has been synthesized and characterized by chemical methods, IR and electronic spectroscopy. The specific rate constants for the formation, kL, and dissociation, k−L, reactions of the [Ru(CN)5L]n− ions (L = N2H4, N2H5+) were obtained, as well as the corresponding stability constants, KL. A value of pKa for the bonded N2H5+ species was also calculated

  合成了五水合戊酰肼合钌（II）钾盐，并通过化学方法，红外光谱和电子光谱对其进行了表征。特定速率常数的形成，ķ大号和离解，ķ -L，所述的[Ru（CN）的反应5 L] ñ -离子（L = N 2 ħ 4，N 2 H ^ 5 +）获得，如以及相应的稳定常数K L。对于键合的N 2 H 5 +，p K a的值还计算了物种。结果在解离型机制方面被解释为两个反应，并且比较采用相关的[Fe（CN）由5 L] ñ -系统。
• Ligand field photochemistry of substitutionally inert pentacyanoferrate(II) complexes
  作者：Neyde Yukie Murakami Iha、Henrique Eisi Toma、Jailson Farias De Lima

  DOI：10.1016/s0277-5387(00)80399-x

  日期：1988.1

  Abstract Ligand field excitation of [Fe(CN) 5 L] 3− complexes (L = PPh 3 , AsPh 3 , SbPh 3 , P(OCH 3 ) 3 and CO) leads to photolabilization of L with quantum yields (Φ) around 0.15, except for the carbonyl complex, in this case Φ = 0.38. The results were interpreted in terms of the nature of the low-lying excited states in the series of complexes.

  摘要[Fe（CN）5 L] 3−配合物（L = PPh 3，AsPh 3，SbPh 3，P（OCH 3）3和CO）的配体场激发导致L的光敏化，其量子产率（Φ）约为0.15除了羰基络合物外，在这种情况下Φ＝ 0.38。根据一系列配合物中低激发态的性质对结果进行了解释。