N-(3-methyl-benzylidene)-m-toluidine | 57387-49-2

• 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-(3-methyl-benzylidene)-m-toluidine
• 英文别名: N-(3-Methyl-benzyliden)-m-toluidin；(3-Methyl-benzal)-m-toluidin；m-Toluylaldehyd-m-tolylimid；N,1-bis(3-methylphenyl)methanimine
• CAS: 57387-49-2
• 化学式: C₁₅H₁₅N
• 分子量: 209.291
• InChiKey: GCUGLRDBWISISI-UHFFFAOYSA-N

物化性质

• 沸点：
  357.3±31.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(3-methyl-benzylidene)-m-toluidine 生成 N-(3-methyl-benzyl)-m-toluidine
  参考文献：
  名称：

  Towards a new vision of the museum: the Kunsthaus of Bregenz

  摘要：

  DOI：

  10.1111/1468-0033.00274
• 作为产物：
  描述：

  3-硝基甲苯 在 氢气 作用下， 以 乙醇 为溶剂， 104.84~109.84 ℃ 、2.5 MPa 条件下， 反应 7.5h， 生成 N-(3-methyl-benzylidene)-m-toluidine
  参考文献：
  名称：

  Lamellar Ni/Al-SBA-15 fibers: preparation, characterization, and applications as highly efficient catalysts for amine and imine syntheses

  摘要：

  一种新型的层状Ni/Al-SBA-15纤维催化剂已经制备成功，并成功地用于胺和亚胺的一锅法合成。

  DOI：

  10.1039/c5ra14382a

文献信息

• Kinetic Investigation of Oxidation of Aromatic Anils by Potassium Peroxymonosulfate in Aqueous Acidic Medium
  作者：R. Venkatesh、K. Karunakaran

  DOI：10.1002/kin.20794

  日期：2013.8

  The kinetics of oxidation of aromatic anils to benzaldehyde and azobenzene by potassium peroxymonosulfate has been studied in aqueous acetic acid medium. The low dielectric constant of the medium facilitates the reactivity. It has been found that the variation in the ionic strength of the reaction has a negligible effect on the rate. Similarly, polymerization was not observed when acrylonitrile was

  在过乙酸水溶液中，研究了过氧一硫酸钾将芳香族苯酚氧化为苯甲醛和偶氮苯的动力学。介质的低介电常数有助于反应。已经发现，反应离子强度的变化对速率的影响可以忽略。类似地，当将丙烯腈添加到反应混合物中时，未观察到聚合。该观察结果排除了反应中任何自由基的形成。Mn（II）的添加增加了反应速率，这表明参与了两个电子转移。高度负∆ S ＃值表示结构化的过渡状态。注意到哈米特图的偏差，并且获得了在苯胺部分中具有取代基的茴香的凹向下曲线。观察到的log k obs对σ的断裂归因于过渡态，而对于苯甲醛部分以及苯胺和苯甲醛部分的组合中的取代基观察到了向上凹的曲线，并提出了合适的机理。
• Oxidation of Aromatic Anils by Sodium Perborate in Aqueous Acetic Acid Medium
  作者：R. Venkatesh、K. Karunakaran

  DOI：10.14233/ajchem.2014.15506

  日期：——

  The kinetics of oxidation of 9 meta- and 15 para- substituted aromatic anils by sodium perborate were investigated in aqueous acetic acid medium. The reaction was second order with respect to aromatic anil and first order with respect to the sodium perborate. The increase of [H+] in this oxidation retards the rate of the reaction. The observed rate constant for the substituents were plotted against the Hammett constant, s and a non-linear concave downward curve was obtained for the anils with substituents in the aniline moiety. The observed break in the log kobs versus s was attributed to the transition state whereas the non-linear concave upward curve was observed for the substituents in the benzaldehyde moiety and a non-linear concave upward curve was observed for the substituents in the combination of aniline and benzaldehyde moiety. The electron withdrawing substituents fall on one side of the curve, having a negative r value and the electron releasing substituents fall on the other side, with a positive r value and a suitable mechanism was proposed.

  在水性醋酸介质中，研究了9个间位和15个对位取代的芳香胺由过硼酸钠氧化的动力学。该反应对芳香胺呈二级动力学，对过硼酸钠呈一级动力学。在此氧化反应中，[H+]的增加会减慢反应速率。对于取代基，观察到的速率常数与Hammett常数s的关系绘制成图，结果呈现出非线性向下凹的曲线，适用于取代在苯胺部分的胺类。log k_obs与s的关系中观察到的断裂归因于过渡态，而针对取代在苯甲醛部分则观察到非线性向上凹的曲线，在苯胺和苯甲醛组合部分的取代基也观察到了非线性向上凹的曲线。电子吸引取代基位于曲线的一侧，具有负的r值，而电子释放取代基位于曲线的另一侧，具有正的r值，并提出了一种适当的机制。
• Substituent effects on the stretching vibration of C═N in multi‐substituted benzylideneanilines
  作者：Linyan Wang、Chaotun Cao、Chenzhong Cao

  DOI：10.1002/poc.3969

  日期：2019.9

  synthesized, and their infrared absorption spectra were recorded in this paper. On the basis of the stretching vibration frequencies νC═N of C═N bridging bond of 158 samples of substituted XBAYs (including 57 samples of 4,4′‐disubstituted XBAYs from reference and 101 samples of substituted XBAYs synthesized in this paper), an extensional research of substituent effects on the νC═N values from 4,4′‐disubstituted

  合成了39个3,4'/ 4,3'/ 3,3'-二取代的亚苄基苯胺（XBAYs）样品和52个多取代的XBAYs样品，并记录了它们的红外吸收光谱。根据158个取代的XBAY样品（包括参考文献中的57个4,4'-双取代的XBAY样品和101个合成的取代的XBAY样品）的C═N桥键的拉伸振动频率νC═N，进行了取代基对从4,4'-双取代XBAY到多取代XBAYs的νC═N值的扩展研究。用于量化νC═N的修正方程获得了多取代XBAY的值（如公式（3）所示）。公式（3）表明，对于多取代XBAYs的νC═N值进行定量回归分析，不能忽略Y的激发态取代基常数以及X和X之间的取代基特定的交叉相互作用效应。与等式（1）相比，等式（3）在量化替代XBAY的νC═N值方面具有更广泛的应用和更高的准确性。
• Comparison of the substituent effects on the¹³C NMR with the¹H NMR chemical shifts of CHN in substituted benzylideneanilines
  作者：Linyan Wang、Chaotun Cao、Chenzhong Cao

  DOI：10.1002/mrc.4248

  日期：2015.7

  Fifty-two samples of substituted benzylideneanilines XPhCH=NPhYs (XBAYs) were synthesized, and their NMR spectra were determined in this paper. Together with the NMR data of other 77 samples of XBAYs quoted from literatures, the (1) H NMR chemical shifts (deltaH (CH=N)) and (13) C NMR chemical shifts (deltaC (CH=N)) of the CH=N bridging group were investigated for total of 129 samples of XBAYs. The

  合成了52个取代的亚苄基苯胺XPhCH = NPhYs（XBAYs）样品，并确定了其NMR光谱。连同文献中引用的其他77个XBAY样品的NMR数据一起，CH的（1）H NMR化学位移（deltaH（CH = N））和（13）C NMR化学位移（deltaC（CH = N）） = N桥接组共研究了129个XBAY样本。结果表明deltaH（CH = N）和deltaC（CH = N）没有明显的线性关系，这与理论上认为deltaH（CH = N）值将随着deltaC（CH = N）增大的理论思想相反。 ）值增加。通过深入的分析，我们发现X / Y组的sigmaF和sigmaR对deltaH（CH = N）和deltaC（CH = N）的影响是相反的。X和Y（Deltasigma（2））之间的取代基特定交叉相互作用对deltaH（CH = N）和deltaC（CH = N）的影响是不同的; 分别在deltaH（CH
• Char, P. Narasimha; Sondu, S.; Sethuram, B., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1988, vol. 27, # 1, p. 31 - 33
  作者：Char, P. Narasimha、Sondu, S.、Sethuram, B.、Navaneeth Rao, T.

  DOI：——

  日期：——