4-硝基-1,2,3,6,7,8-六氢芘 | 88535-47-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 4-硝基-1,2,3,6,7,8-六氢芘
• 英文名称: 4-nitro-1,2,3,6,7,8-hexahydropyrene
• 英文别名: 4-nitro-1,2,3,6,7,8-hexahydro-pyrene；4-Nitro-1,2,3,6,7,8-hexahydro-pyren
• CAS: 88535-47-1
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: KVZSMBRWPWEQHJ-UHFFFAOYSA-N

物化性质

• 熔点：
  89.0 to 93.0 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-硝基-1,2,3,6,7,8-六氢芘 在 palladium on activated charcoal 、 乙醇 、 四氯苯醌 、 一水合肼 、 xylene 作用下， 反应 2.0h， 生成 4-氨基芘
  参考文献：
  名称：

  The 3D structure of the super-sauze earthflow: A first stage towards modelling its behaviour

  摘要：

  In the "Terres-Noires" of the Barcelonnette basin, France, the Super-Saute earthflow is being studied to understand the mechanisms of triggering, slidding and flowing and to propose a predicting dynamic behaviour model. This paper describes the main results of an on-site geotechnical investigation carried out in 1996, which allowed us to establish precisely the internal 3-D structure of the moving mass (position and shape of the paleotopography, functioning of two flow units from the surface to the depth and spatial subdivision of the flow into. compartments using contrasts of velocity, by morphological aspects, or mechanical and hydrodynamical characteristics of the material). Moreover, studies of old aerial photographs identified the importance of the buried topography on the dynamic evolution of the flow. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s1464-1909(00)00102-7
• 作为产物：
  描述：

  1,2,3,6,7,8-六氢芘 在 copper(II) nitrate 作用下， 以 乙酸酐 为溶剂， 反应 6.0h， 以94%的产率得到4-硝基-1,2,3,6,7,8-六氢芘
  参考文献：
  名称：

  一硝基py的光谱和光化学性质

  摘要：

  通过比较三种单硝基py的光谱和光化学性质，研究了硝基对pyr芳族π系统的影响。1-和4-硝基py的紫外光谱和质谱图显示硝基芳族化合物的相互作用是正常的，而对于2-硝基py则没有观察到。缺乏相互作用的现象反映在与pyr非常相似的紫外光谱和M-NO丰度非常低的质谱中。三种化合物的光化学行为取决于相互作用的程度。1-硝基trop显示亚硝酸根重排导致1-羟基py（88％）和1-羟基-2-硝基py（7％）。4-硝基py的光产物为pyr（9％）和与溶剂反应的不稳定产物。由于缺乏相互作用，2-硝基trop在光化学条件下非常稳定。类似地，位阻的1-甲基-2-硝基py也对光非常稳定。发现对于硝基-芳族化合物观察到的光化学硝基-亚硝酸盐重排受电子效应支配。

  DOI：

  10.1002/recl.19871060403

文献信息

• Spectroscopic and photochemical properties of mononitropyrenes
  作者：A. M. van den Braken-van Leersum、C. Tintel、M. van 't Zelfde、J. Cornelisse、J. Lugtenburg

  DOI：10.1002/recl.19871060403

  日期：——

  The influence of the nitro group on the aromatic π-system of pyrene has been studied by comparing the spectroscopic and photochemical properties of the three mononitropyrenes. Whereas the UV and mass spectra of 1- and 4-nitropyrene show an interaction normal for nitro-aromatic compounds, this is not observed for 2-nitropyrene. The lack of interaction is reflected in a UV spectrum very similar to that

  通过比较三种单硝基py的光谱和光化学性质，研究了硝基对pyr芳族π系统的影响。1-和4-硝基py的紫外光谱和质谱图显示硝基芳族化合物的相互作用是正常的，而对于2-硝基py则没有观察到。缺乏相互作用的现象反映在与pyr非常相似的紫外光谱和M-NO丰度非常低的质谱中。三种化合物的光化学行为取决于相互作用的程度。1-硝基trop显示亚硝酸根重排导致1-羟基py（88％）和1-羟基-2-硝基py（7％）。4-硝基py的光产物为pyr（9％）和与溶剂反应的不稳定产物。由于缺乏相互作用，2-硝基trop在光化学条件下非常稳定。类似地，位阻的1-甲基-2-硝基py也对光非常稳定。发现对于硝基-芳族化合物观察到的光化学硝基-亚硝酸盐重排受电子效应支配。
• Porphyrins with exocyclic rings. Part 24. Synthesis and spectroscopic properties of pyrenoporphyrins, potential building blocks for porphyrin molecular wires
  作者：Virajkumar Gandhi、Michelle L. Thompson、Timothy D. Lash

  DOI：10.1016/j.tet.2010.01.046

  日期：2010.3

  Porphyrins with fused pyrene units have been prepared by ‘2+2’ and ‘3+1’ methodologies. Nitration of 1,2,3,6,7,8-tetrahydropyrene, followed by oxidation with DDQ, gave 4-nitropyrene and this condensed with ethyl isocyanoacetate in the presence of DBU or a phosphazene base to generate a pyrenopyrrole ethyl ester. Ester saponification and decarboxylation with KOH in ethylene glycol at 190 °C gave the

  具有稠合pyr单元的卟啉已通过“ 2 + 2”和“ 3 + 1”方法制备。硝化1,2,3,6,7,8-四氢py，然后用DDQ氧化，得到4-硝基py，在DBU或磷腈碱存在下，将其与异氰基乙酸乙酯缩合，生成吡咯并吡咯乙酯。在190°C下用乙二醇在KOH中进行酯化和脱羧，得到母体吡啶并[4,5- c ]吡咯，并进一步与2当量的乙酰氧基甲基吡咯缩合，得到相应的三吡喃并在叔端被保护。丁酯。在一锅法中，用TFA裂解酯保护基，然后用二氯甲烷稀释，用吡咯二醛'3 + 1'缩合，再用DDQ脱氢，生成的目标卟啉卟啉具有良好的总收率。还从pyrenopyrrole中间体制备的二醛和此反应得到的OPP -dipyrenoporphyrin。吡咯并吡咯乙酯在酸催化剂的存在下与二甲氧基甲烷反应生成二戊基吡咯烷基甲烷，并用于制备adj-使用麦当劳“ 2 + 2”方法提取双肾上腺素。吡咯并吡咯二醛还用于制备具有稠合的an
• The 3D structure of the super-sauze earthflow: A first stage towards modelling its behaviour
  作者：J.-C. Flageollet、J.-P. Malet、O. Maquaire

  DOI：10.1016/s1464-1909(00)00102-7

  日期：2000.1

  In the "Terres-Noires" of the Barcelonnette basin, France, the Super-Saute earthflow is being studied to understand the mechanisms of triggering, slidding and flowing and to propose a predicting dynamic behaviour model. This paper describes the main results of an on-site geotechnical investigation carried out in 1996, which allowed us to establish precisely the internal 3-D structure of the moving mass (position and shape of the paleotopography, functioning of two flow units from the surface to the depth and spatial subdivision of the flow into. compartments using contrasts of velocity, by morphological aspects, or mechanical and hydrodynamical characteristics of the material). Moreover, studies of old aerial photographs identified the importance of the buried topography on the dynamic evolution of the flow. (C) 2000 Elsevier Science Ltd. All rights reserved.