N-benzyl-N-methyl-2,4-dinitroaniline | 13426-96-5

• 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-benzyl-N-methyl-2,4-dinitroaniline
• 英文别名: N-benzyl-N-methyl-2,4-dinitro-aniline；N-Benzyl-N-methyl-2,4-dinitro-anilin；Methyl-(2.4-dinitro-phenyl)-benzylamin；N-<2,4-Dinitro-phenyl>-methyl-benzylamin；N-Methyl-N-benzyl-2,4-dinitroanilin
• CAS: 13426-96-5
• 化学式: C₁₄H₁₃N₃O₄
• mdl: MFCD00747974
• 分子量: 287.275
• InChiKey: VMTGPQUEYRAIGE-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C
• 沸点：
  462.1±45.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  盐酸 、 N-benzyl-N-methyl-2,4-dinitroaniline 生成 N-甲基-2,4-二硝基苯胺 、 氯化苄
  参考文献：
  名称：

  80.亚硝酸作为硝化和氧化剂。第四部分 N-二烷基苯胺

  摘要：

  DOI：

  10.1039/jr9410000470
• 作为产物：
  描述：

  1-溴-2,4-二硝基苯 、 N-甲基苄胺 在 乙醇 作用下， 生成 N-benzyl-N-methyl-2,4-dinitroaniline
  参考文献：
  名称：

  Mulder, Recueil des Travaux Chimiques des Pays-Bas, 1906, vol. 25, p. 108

  摘要：

  DOI：

文献信息

• Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines
  作者：Dmitry L. Lipilin、Alexander E. Frumkin、Alexey Y. Tyurin、Vitalij V. Levin、Alexander D. Dilman

  DOI：10.3390/molecules26113323

  日期：——

  A reaction of aromatic halides bearing electron-withdrawing groups with tertiary amines in the presence of an iridium catalyst under blue light irradiation is described. Products of the aromatic substitution of the halide by the dialkylamino fragment are obtained. The interaction of aryl radicals with tertiary amines to generate zwitterionic radical species is believed to be the key factor responsible

  描述了带有吸电子基团的芳香族卤化物与叔胺在铱催化剂存在下在蓝光照射下的反应。获得卤化物被二烷基氨基片段芳族取代的产物。芳基自由基与叔胺相互作用产生两性离子自由基物种被认为是影响反应效率的关键因素。
• Ramoplanin derivatives possessing antibacterial activity
  申请人：Raju G. Bore

  公开号：US20060211603A1

  公开（公告）日：2006-09-21

  Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

  新型拉莫普兰衍生物已被披露。这些拉莫普兰衍生物表现出抗菌活性。由于本发明的化合物对革兰氏阳性细菌表现出强效活性，它们是有用的抗微生物药剂。该化合物的合成方法和使用方法也已被披露。
• Braeuniger; Spangenberg, Pharmazie, 1957, vol. 12, p. 335,345
  作者：Braeuniger、Spangenberg

  DOI：——

  日期：——
• Mechanistic Assessment of S_NAr Displacement of Halides from 1-Halo-2,4-dinitrobenzenes by Selected Primary and Secondary Amines: Brønsted and Mayr Analyses
  作者：Ik-Hwan Um、Li-Ra Im、Ji-Sun Kang、Samantha S. Bursey、Julian M. Dust

  DOI：10.1021/jo301862b

  日期：2012.11.2

  Pseudo-first-order rate constants (k(obsd)) have been measured spectrophotometrically for nucleophilic substitution reactions of 1-X-2,4-dinitrobenzenes (1a-d, X = F, Cl, Br, I) with various primary and secondary amines in MeCN and H2O at 25.0 +/- 0.1 degrees C. The plots of k(obsd) vs [amine] curve upward for reactions of 1a (X = F) with secondary amines in MeCN. In contrast, the corresponding plots for the other reactions of 1b-d with primary and secondary amines in MeCN and H2O are linear. The Bronsted-type plots for reactions of 1a-d with a series of secondary amines are linear with beta(nuc) = 1.00 for the reaction of 1a and 0.52 +/- 0.01 for those of 1b-d. Factors governing reaction mechanisms (e.g., solvent, halogen atoms, H-bonding interactions, amine types) have been discussed. Kinetic data were also analyzed in terms of the Mayr nucleophilicity parameter for the amines with each aromatic substrate. Provisional Mayr electrophilicity parameter (E) values for 1-X-2,4-dinitrobenzenes have been determined: E = -14.1 for X = F, E = -17.6 for X = Cl and Br, and E = -18.3 for X = I. These values are consistent with the range and order of E values for heteroaromatic superelectrophiles and normal 6-pi aromatic electrophiles.
• [EN] RAMOPLANIN DERIVATIVES POSSESSING ANTIBACTERIAL ACTIVITY<br/>[FR] DERIVES DE LA RAMOPLANINE PRESENTANT UNE ACTIVITE ANTIBACTERIENNE
  申请人：VICURON PHARM INC

  公开号：WO2007001335A2

  公开（公告）日：2007-01-04

  [EN] Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.
  [FR] L'invention porte sur de nouveaux dérivés de la ramoplanine qui présentent une activité antibactérienne. Du fait que les composés de cette invention présentent une puissante activité contre les bactéries Gram positif, ils sont utiles comme agents antimicrobiens. L'invention porte également sur des procédés de synthèse et d'utilisation de ces composés.