3,5-dinitro-2-(1-piperidine)thiophene | 2160-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3,5-dinitro-2-(1-piperidine)thiophene
• 英文别名: 1-(3,5-dinitro-thiophen-2-yl)-piperidine；2--3,5-dinitro-thiophen；3.5-Dinitro-2-piperidino-thiophen；1-(3,5-Dinitrothiophen-2-yl)piperidine
• CAS: 2160-48-7
• 化学式: C₉H₁₁N₃O₄S
• 分子量: 257.27
• InChiKey: SLLVLEGFGSYFJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  哌啶 、 3,5-二硝基-2-苯氧基噻吩 以 甲醇 为溶剂， 生成 3,5-dinitro-2-(1-piperidine)thiophene
  参考文献：
  名称：

  取代基效应分析：甲醇中一些2-L-5-硝基-3-X-噻吩与伯胺和仲胺的反应

  摘要：

  一些2-L-5-硝基-3-X-噻吩与伯胺和叔胺反应的动力学 仲胺 在 甲醇为了获得有关3-X邻位取代基的邻近效应的信息，已经研究了在各种温度下的温度。所得结果表明，对于所有考虑的取代基，除X ＝ Br外，空间性质的邻近效应与电子取代基无关。因此，有可能建立一组正交σ常数，其很好地解释了3-X取代基的电子效应并获得了优异的线性自由能正交相关性。

  DOI：

  10.1039/b111541c

文献信息

• Aromatic nucleophilic substitution reactions of some 2-L-3-nitro-5-X-thiophenes with piperidine and aniline in methanol. Substituent constants for the thiophene system
  作者：Giovanni Consiglio、Vincenzo Frenna、Caterina Arnone、Elisabetta Mezzina、Domenico Spinelli

  DOI：10.1039/p29940002187

  日期：——

  The rate constants for the reactions of some 2-L-3-nitro-5-X-thiophenes 1–4 with aniline and of compounds (4) with piperidine in methanol have been measured at various temperatures. By using the data obtained in this work as well as previously available data sets, a series of optimized ‘thiophene’σT values has been calculated. The susceptibility constants ρ(L)of the various sets have been analysed

  对于某些2-L-3-硝基-5--X-噻吩的反应速率常数1 - 4与苯胺和化合物（的4用在甲醇中的哌啶）已经在不同温度下进行了测量。通过使用在这项工作中获得的，以及先前可用的数据集的数据，一系列优化“thiophene'σ的Ť值已被计算。在反应性-选择性原理的框架内分析了各种集合的磁化常数ρ（L）。
• Linear free energy ortho-correlations in the reactions of some 2-bromo-5-nitro-3-X-thiophenes with primary and secondary amines in benzene
  作者：Giovanni Consiglio、Vincenzo Frenna、Susanna Guernelli、Gabriella Macaluso、Domenico Spinelli

  DOI：10.1039/b111544h

  日期：2002.4.29

  The kinetics of SNAr reactions of some 2-bromo-3-X-5-nitrothiophenes (X = Me, H, Br, CONH2, CO2Me, COMe, SO2Me, CN and NO2) with some primary (n-butylamine and benzylamine) and secondary (pyrrolidine, piperidine, morpholine and N-benzylamine) amines have been measured in benzene as a function of nucleophile concentration. Most of the reactions studied show apparent kinetic constants little affected

  一些2-溴-3-X-5-硝基噻吩（X = Me，H，Br，CONH 2，CO 2 Me，COMe，SO 2 Me，CN和NO 2）的S N Ar反应动力学（正丁胺 和 苄胺）和次要（吡咯烷， 哌啶， 吗啉 和 N-苄胺） 胺类 已被测量 苯亲核试剂浓度的函数。所研究的大多数反应表明，表观动力学常数几乎不受或不受增加的影响。胺 浓度，表明整体反应速率受生成的 反应中间体。X = Br和CN的底物与两者的反应伯胺被证明是碱催化的。为这些取代基计算的k 3 B / k -1值与中间分解的碱催化的假设不一致，强烈暗示了反应路径第一步的催化。
• p-tert-Butylcalix[8]arene catalysed synthesis of 3,5-dinitrothiophene scaffolds: antiproliferative effect of some representative compounds on selective anticancer cell lines
  作者：Piyali Sarkar、Samares Maiti、Krishnendu Ghosh、Sumita Sengupta (Bandyopadhyay)、Ray J. Butcher、Chhanda Mukhopadhyay

  DOI：10.1016/j.tetlet.2013.12.068

  日期：2014.1

  A new efficient protocol for the synthesis of 3,5-dinitrothiophene scaffolds was developed by using simple p-tert-butylcalix[8]arene in aqueous medium. Biological activities of some representative compounds were also studied to inhibit the cell growth on selective anticancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.
• Analysis of substituent effects: the reactions of some 2-L-5-nitro-3-X-thiophenes with primary and secondary amines in methanol
  作者：Giovanni Consiglio、Vincenzo Frenna、Susanna Guernelli、Gabriella Macaluso、Domenico Spinelli

  DOI：10.1039/b111541c

  日期：2002.4.29

  The kinetics of the reactions of some 2-L-5-nitro-3-X-thiophenes with primary and secondary amines in methanol at various temperatures have been studied with the aim of obtaining information about the proximity effects of 3-X ortho-like substituents. The results obtained have shown that for all the substituents considered, except for X = Br, the proximity effects of steric nature are of little relevance

  一些2-L-5-硝基-3-X-噻吩与伯胺和叔胺反应的动力学 仲胺 在 甲醇为了获得有关3-X邻位取代基的邻近效应的信息，已经研究了在各种温度下的温度。所得结果表明，对于所有考虑的取代基，除X ＝ Br外，空间性质的邻近效应与电子取代基无关。因此，有可能建立一组正交σ常数，其很好地解释了3-X取代基的电子效应并获得了优异的线性自由能正交相关性。