N-(4-Methylbenzyl)pyridinium | 71897-24-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-Methylbenzyl)pyridinium
• 英文别名: p-methyl benzylpyridinium；1-(4-methyl-benzyl)-pyridinium；1-(4-methyl-benzyl)-pyridinium cation；1-[(4-Methylphenyl)methyl]pyridin-1-ium
• CAS: 71897-24-0
• 化学式: C₁₃H₁₄N
• 分子量: 184.261
• InChiKey: UXQFFWJWNQOKJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吡啶 在 p-methylbenzyl halide 作用下， 反应 3.0h， 生成 N-(4-Methylbenzyl)pyridinium
  参考文献：
  名称：

  Investigations of the fragmentation pathways of benzylpyridinium ions under ESI/MS conditions

  摘要：

  苄基吡啶鎓离子经常被用作 "温度计离子"，以评估在质谱仪源中形成的离子的内部能量分布。然而，这些母离子的详细碎裂途径尚未得到很好的确定。特别是涉及重排（RR）过程的碎片可能会影响模拟分布曲线。在之前的研究中，我们认为在电喷雾电离/质谱（ESI/MS）和快速原子轰击/质谱（FAB/MS）实验中实际发生了这种重排。在此，我们对不同取代的苄基吡啶鎓离子进行了系统研究。理论计算表明，在诸如 ESI 或 FAB 等 "软电离 "条件下，会发生导致取代的托吡啶离子的 RR 断裂。在气相反应条件下获得的实验结果表明，在 ESI/MS 条件下，一些取代的苄基吡啶鎓化合物实际上会发生 RR 断裂。为了了解实际发生的反应途径，还进行了质量分析动力学实验，这些实验结果与理论上提出的反应途径一致。Copyright © 2009 John Wiley & Sons, Ltd. All Rights Reserved.

  DOI：

  10.1002/jms.1672

文献信息

• Methods and compositions for treating amyloid-related diseases
  申请人：Kong Xianqi

  公开号：US20060223855A1

  公开（公告）日：2006-10-05

  Methods, compounds, pharmaceutical compositions and kits are described for treating or preventing amyloid-related disease.

  描述了用于治疗或预防与淀粉样蛋白相关疾病的方法、化合物、药物组合物和试剂盒。
• METHODS AND COMPOSITIONS FOR TREATING AMYLOID-RELATED DISEASES
  申请人：Kong Xianqi

  公开号：US20100113591A1

  公开（公告）日：2010-05-06

  Methods, compounds, pharmaceutical compositions and kits are described for treating or preventing amyloid-related disease.

  本发明涉及用于治疗或预防淀粉样蛋白相关疾病的方法、化合物、制药组合物和试剂盒。
• Theoretical and experimental study of tropylium formation from substituted benzylpyridinium species
  作者：Emilie-Laure Zins、Claude Pepe、David Rondeau、Sophie Rochut、Nicolas Galland、Jean-Claude Tabet

  DOI：10.1002/jms.1461

  日期：2009.1

  species, the formation of the seven‐membered ring before or after the loss of pyridine were studied. The effect of para‐methyl and para‐methoxy substituents on the activation energy of the rearrangement process to form thermodynamically stable tropylium compounds has been studied. Theoretical calculations showed competition between direct bond cleavage and rearrangement reactions to form benzylium

  利用质量分析动能（MIKE）技术结合气相中的高水平量子化学计算，研究了未取代和取代的苄基吡啶鎓化合物的裂解途径。快速原子轰击（FAB）源用于研究化合物的电离。研究了苄基和对yl基团的形成。进行了混合Hartree-Fock /密度泛函理论计算，以评估过渡态和中间体的几何形状和能量。对于每种情况，都研究了不同的反应途径，特别是在形成对yl物种的情况下，研究了吡啶丢失之前或之后七元环的形成。研究了对甲基和对甲氧基取代基对重排过程形成热力学稳定的对苯二铵化合物活化能的影响。理论计算表明，直接键裂解和重排反应分别形成苄鎓和对硝基鎓化合物之间存在竞争。实验结果还表明，在“软电离技术”（例如FAB）下，发生了重排过程以产生稳定的tropylium。版权所有©2008 John Wiley＆Sons，Ltd. 实验结果还表明，在“软电离技术”（例如FAB）下，发生了重排过程以产生稳定的tropylium。版权所有©2008
• Tailored nanopost arrays (NAPA) for laser desorption ionization in mass spectrometry
  申请人：The George Washington University

  公开号：US10585104B2

  公开（公告）日：2020-03-10

  The production and use of semiconducting nanopost arrays made by nanofabrication is described herein. These nanopost arrays (NAPA) provide improved laser ionization yields and controllable fragmentation with switching or modulation capabilities for mass spectrometric detection and identification of samples deposited on them.

  本文介绍了通过纳米加工制造的半导体纳米柱阵列的生产和使用。这些纳米柱阵列（NAPA）提高了激光电离的产量，并具有可控的碎片切换或调制能力，可对沉积在其上的样品进行质谱检测和鉴定。
• Reactions of Charged Substrates. 4. The Gas-Phase Dissociation of (4-Substituted benzyl)dimethylsulfoniums and -pyridiniums
  作者：Neil Buckley、David Maltby、Alma L. Burlingame、Norman J. Oppenheimer

  DOI：10.1021/jo951257w

  日期：1996.1.1

  The relative rates for the gas-phase dissociation RX(+) --> R(+) + X degrees of five (4-Y-substituted benzyl)-dimethysulfoniums (Y = MeO, Me, H, Cl, and NO2) and 24 (4-Y-substituted benzyl)-3'-Z-pyridiniums (complete series for Z = CN, Cl, CONH2, and H, and 4-methoxy- and 4-nitrobenzyls for Z = F and CH3CO) were measured using liquid secondary ion mass spectrometry. The Hammett plot (vs delta Delta G degrees or sigma(+)) is linear for the sulfoniums, but plots for the four pyridinium series have a drastic break between the 4-Cl and 4-NO2 substrates. Broinsted-like plots for the pyridiniums show a strong leaving group effect only for 4-nitrobenzyls. An analysis of these linear free energy relations with supporting evidence from semiempirical computations suggests that collisionally activated pyridinium substrates dissociate by two pathways, direct dissociation and through an ion-neutral complex intermediate. Comparison of these results with results for the solution reactions of some of these compounds shows that the mechanism is different in the gas and solution phases. Sufficient experimental data are not available to assign a mechanism for dissociation to the sulfonium series, but computational results show characteristics of a direct dissociative mechanism.