N-Benzyl-3-cyanopyridinium | 16183-87-2

• 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: N-Benzyl-3-cyanopyridinium
• 英文别名: Pyridinium, 3-cyano-1-(phenylmethyl)-；1-benzylpyridin-1-ium-3-carbonitrile
• CAS: 16183-87-2
• 化学式: C₁₃H₁₁N₂
• 分子量: 195.244
• InChiKey: GLTIROWHVNKHBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  、 N-Benzyl-3-cyanopyridinium 以 水 为溶剂， 反应 3.0h， 以70.4%的产率得到
  参考文献：
  名称：

  多金属氧合吡啶鎓抗HIV-1试剂的合成与评价。

  摘要：

  多金属氧酸盐的独特性质，例如分子极性，氧化还原电势，表面电荷分布，形状和酸度，会影响其对靶向生物大分子的识别响应。以PM-19（K7PTi2W10O40）为铅化合物，设计合成了一系列文献中未见报道的新型吡啶鎓多金属氧酸盐（A7PTi2W10O40）。使用单周期假病毒感染测定法（TZM-bl测定法）进行评估，使用CCK-8法测定细胞毒性。结果表明，设计的多金属吡啶鎓吡啶金属盐对TZM-bl细胞毒性较低，对HIV-1病毒具有较高的抑制活性。

  DOI：

  10.1016/j.bmcl.2017.04.025
• 作为产物：
  描述：

  1-苄基-4H-吡啶-3-腈 在 1,10-ethano-5-ethyllumiflavinylium perchlorate 作用下， 以 乙腈 、 叔丁醇 为溶剂， 生成 N-Benzyl-3-cyanopyridinium
  参考文献：
  名称：

  Hydride vs. electron transfer in the reduction of flavin and flavin radical by 1,4-dihydropyridines

  摘要：

  DOI：

  10.1021/ja00342a061

文献信息

• A classical but new kinetic equation for hydride transfer reactions
  作者：Xiao-Qing Zhu、Fei-Huang Deng、Jin-Dong Yang、Xiu-Tao Li、Qiang Chen、Nan-Ping Lei、Fan-Kun Meng、Xiao-Peng Zhao、Su-Hui Han、Er-Jun Hao、Yuan-Yuan Mu

  DOI：10.1039/c3ob40831k

  日期：——

  activation energies of various hydride transfer reactions was developed according to transition state theory using the Morse-type free energy curves of hydride donors to release a hydride anion and hydride acceptors to capture a hydride anion and by which the activation energies of 187 typical hydride self-exchange reactions and more than thirty thousand hydride cross transfer reactions in acetonitrile were

  根据过渡态理论，使用氢化物​​供体的莫尔斯型自由能曲线释放氢化物阴离子和氢化物受体以捕获氢化物阴离子，开发了一种经典但新颖的动力学方程式，用于估算各种氢化物转移反应的活化能。 187个典型的氢化物自交换反应和超过3万个氢化物交叉转移反应的活化能 乙腈被安全地估计在这项工作中。由于动力学方程式的发展仅基于氢化物转移反应物的相关化学键变化，因此该动力学方程式也应适用于质子转移反应，氢原子转移反应以及所有其他涉及断裂和化学反应的化学反应。化学键的形成。这项工作最重要的贡献之一是实现了氢化物转移反应动力学方程和热力学方程的完美统一。
• PROCESS FOR PRODUCING STYRENIC POLYMER AND CATALYST THEREFOR
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP0543022A1

  公开（公告）日：1993-05-26

  A catalyst comprising a transition metal compound, such as pentamethylcyclopentadienyltitaniumtrimethyl, and a coordination compound formed between a quaternary ammonium salt and an anion comprising two or more groups bonded to a metal atom, such as O-cyano-N-methylpyridinium tetra(pentafluorophenyl)borate, and another catalyst comprising the above catalyst and an alkylating agent, such as triisobutylaluminum, suitable for the production of a highly syndiotactic styrenic polymer. A process for producing a highly syndiotactic styrenic polymer by polymerizing a styrenic monomer in the presence of the above catalyst. It is thereby possible to produce a highly syndiotactic styrenic polymer efficiently without the necessity for using expensive aluminoxane in a large amount.

  一种由过渡金属化合物（如五甲基环戊二烯基三甲基钛）和季铵盐与由两个或两个以上与金属原子成键的基团组成的阴离子（如O-氰基-N-甲基吡啶鎓四(五氟苯基)硼酸盐）之间形成的配位化合物组成的催化剂，以及另一种由上述催化剂和烷基化剂（如三异丁基铝）组成的催化剂，适用于生产高度对位苯乙烯聚合物。一种在上述催化剂存在下通过聚合苯乙烯单体生产高辛二酰苯乙烯聚合物的工艺。因此，无需大量使用昂贵的铝氧烷，就可以高效地生产出高度对位苯乙烯聚合物。
• Hydride transfer and oxyanion addition equilibria of NAD+ analogs
  作者：Drazen Ostovic、In Sook Han Lee、Roger M. G. Roberts、Maurice M. Kreevoy

  DOI：10.1021/jo00222a006

  日期：1985.11
• Kinetics of the reduction of isoquinolinium cations by 1,4-dihydronicotinamides
  作者：John W. Bunting、Vivian S. F. Chew、Gary Chu

  DOI：10.1021/jo00133a014

  日期：1982.6
• 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.