2,4-二硝基-1-(硝基甲基)苯 | 70136-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二硝基-1-(硝基甲基)苯
• 英文名称: (3,5-dinitrophenyl)nitromethane
• 英文别名: 1,3-dinitro-5-nitromethyl-benzene；1,3-Dinitro-5-nitromethyl-benzol；3,5-Dinitrophenylnitromethane；1,3-dinitro-5-(nitromethyl)benzene
• CAS: 70136-12-8
• 化学式: C₇H₅N₃O₆
• 分子量: 227.133
• InChiKey: BWOBFWWBDUOMCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-二硝基-1-(硝基甲基)苯 、 硝酸 生成 3,5-二硝基苯甲酸
  参考文献：
  名称：

  Urbanski, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1938, vol. 206, p. 1122

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(溴甲基)-3,5-二硝基苯 在 silver nitrate 、 sodium iodide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 12.0h， 生成 2,4-二硝基-1-(硝基甲基)苯
  参考文献：
  名称：

  Solvent Effects on Proton Transfer Reactions:  Benzoate Ion Promoted Deprotonation Reactions of Arylnitromethanes in Methanol Solution

  摘要：

  Second-order rate constants and equilibrium constants have been determined for the benzoate ion promoted deprotonation reactions of (m-nitrophenyl)nitromethane, (p-nitrophenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane in methanol solution. The pK(a) values for the arylnitromethanes in methanol are the following: pK(a) = 10.9, 10.5, and 9.86 for (m-nitrophenyl)-nitromethane, (p-nitrophenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane, respectively, relative to benzoic acid (pK(a) = 9.4). A Bronsted beta(B) value of 0.50 and alpha(CH) value of 1.31 have been calculated for the 3,4-dimethylbenzoate, benzoate, m-bromobenzoate, and 3,4-dichlorobenzoate ion promoted reactions of(3,5-dinitrophenyl)nitromethane, and for the benzoate ion promoted reactions of (m-nitrophenyl)nitromethane, (p-nitrophenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane, respectively. The log of the intrinsic rate constants for benzoate ion promoted deprotonations of (m-nitrophenyl)nitromethane, (p-nitrophenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane are 0.0212, 0.270, and 0.877, respectively. These values are 6.3 x 10(4), 2.0 x 10(4), and 2.5 x 10(4) times lower than for the same reactions in acetonitrile solution. The transfer activity coefficient from methanol to acetonitrile solution, log (M) gamma(AN), for (m-nitrophenyl)nitromethyl anion (3.6) and (m-nitrophenyl)nitromethane (-1.0) have been calculated. The solvent effect on these reactions in methanol and acetonitrile, two solvents with similar dielectric constants, are analyzed within the framework of the Principal of Nonperfect Synchronization. The results suggest that the observed solvent effect is a result of an imbalanced transition state (i.e., PNS effects), and a stronger transition state hydrogen bond between the carbon acid and benzoate ion in acetonitrile than in methanol solution.

  DOI：

  10.1021/jo970409f

文献信息

• Scalable, easy synthesis, and efficient isolation of arylnitromethanes: a revival of the Victor Meyer reaction
  作者：Thibaud Alaime、Audrey Delots、Eric Pasquinet、Franck Suzenet、Gérald Guillaumet

  DOI：10.1016/j.tet.2016.01.028

  日期：2016.3

  resulting from this process are obtained in high yields and are analytically pure, i.e., they do not require distillation or further purification, which is a comfortable improvement of the ancestral Victor Meyer reaction.

  描述了一种合成和分离芳基硝基甲烷的改进方法。该方法利用了芳基硝基甲烷与反应的主要杂质亚硝酸酯之间在酸度上的显着差异。由该方法得到的芳基硝基甲烷以高收率获得并且是分析纯的，即，它们不需要蒸馏或进一步纯化，这是对祖先维克多·迈耶反应的舒适改进。
• Process for the synthesis of phenols from arenes
  申请人：Board of Trustees of Michigan State University

  公开号：US20040030197A1

  公开（公告）日：2004-02-12

  A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.

  描述了一种合成取代酚的过程，如通式RR′R″Ar(OH)中的那些，其中R、R′和R″分别独立地是氢或不干扰合成取代酚过程的任何基团，包括但不限于卤素、烷基、烷氧基、羧酸酯、胺、酰胺；Ar是芳基或杂芳基的任何种类，通过氧化取代芳基硼酸酯来实现。具体地，描述了一种金属催化的C—H活化/硼化反应，随后在单个或分离的反应容器中直接氧化，从而获得酚，无需任何中间操作。更具体地，描述了一种通过Ir催化的芳烃硼化反应，使用二醇硼烷（HBPin）后，通过OXONE氧化中间芳基硼酸酯的过程。
• CROSS-LINKED POLYMER NETWORKS AND METHODS OF MAKING AND USING SAME
  申请人：CORNELL UNIVERSITY

  公开号：US20160002421A1

  公开（公告）日：2016-01-07

  Cross-linked polymer networks that are at least partially conjugated (e.g., phenylene vinylene polymer networks). The cross-linked polymer networks may be thin-films disposed on a substrate. The cross-linked polymer network may be covalently bonded to the substrate. The cross-linked polymer networks can be used, for example, in methods of detecting explosives (e.g., RDX (cyclotrimethylenetrinitramine)) and degradation products thereof.

  至少部分共轭的交联聚合物网络（例如苯乙烯乙烯聚合物网络）。这些交联聚合物网络可以是薄膜，覆盖在基底上。交联聚合物网络可能与基底形成共价键。这些交联聚合物网络可以用于检测爆炸物（例如RDX（三硝基三甲胺））及其降解产物的方法中。
• Method for Producing Molecularly Imprinted Polymers for the Recognition of Target Molecules
  申请人：Sellergren Borje

  公开号：US20080038832A1

  公开（公告）日：2008-02-14

  The present invention relates to a method of preparing a molecularly imprinted polymer (MIP), which are used for the recognition of target molecules comprising: co-polymerising at least one functional monomer and at least one cross-linking monomer in the presence of at least one template, wherein oxyanions are used as template and the steric and/or electronic structure of the template is at least partly analogous to the target molecule. The target molecules may be nitro-containing compounds, such as nitroaromatic compounds, or lactones. MIPs selective for explosive nitro-aromatic substances may be produced without handling these hazardous compounds. The invention further relates to a method of determining if a sample contains nitro-containing compounds, such as nitroaromatic compounds, or lactones, MIPs selective for nitro-containing compounds and/or lactones, especially nitro-aromatic compounds and a kit, comprising a molecularly imprinted polymer selective for nitro-aromatic compounds and/or lactones. The invention also relates to use of isosteric and/or isoelectronic oxyanions for the production of MIPs for recognition of nitro-containing compounds, especially nitroaromatic compounds, and lactones.

  本发明涉及一种制备分子印迹聚合物（MIP）的方法，用于识别目标分子，包括：在至少一模板的存在下，共聚合至少一种功能单体和至少一种交联单体，其中氧阴离子被用作模板，模板的空间和/或电子结构至少部分类似于目标分子。目标分子可以是含硝基化合物，如硝基芳香化合物或内酯。可以制备出选择性对爆炸性硝基芳香物质的MIP，而无需处理这些危险化合物。本发明还涉及一种确定样品是否含有含硝基化合物，如硝基芳香化合物或内酯的方法，选择性对硝基含量化合物和/或内酯的MIP，特别是硝基芳香化合物以及包含分子印迹聚合物选择性针对硝基芳香化合物和/或内酯的试剂盒。本发明还涉及使用等电子和/或等构氧阴离子制备用于识别含硝基化合物，特别是硝基芳香化合物和内酯的MIP的方法。
• Method for determining the oil content in oil-in-water emulsions
  申请人：QUAKER CHEMICAL CORPORATION

  公开号：EP0543057A1

  公开（公告）日：1993-05-26

  The invention relates to a method for determining the oil content of oil-in-water emulsions generally containing 1-10% w/w of oil. This method is characterized by introducing an indicator in the oil phase - prior to its use in the oil-in-water emulsion - and subsequently determining the oil concentration after or during the use of the oil-in-water emulsion in a spectrophotometrical way. The indicators, suitable for use in the method according to the invention are a.o. the generally known acid/base indicators and the fluorescent indicators. The amount of indicator may vary between wide limits but lies preferably in the range of 10-500 ppm of indicator based on the oil of the oil-in-water emulsion. The data obtained with the spectrophotometrical analysis are compared with calibration curves for the system used, giving the concentration of the oil in the oil-in-water emulsion.

  本发明涉及一种测定水包油型乳液中油含量的方法，水包油型乳液一般含有 1-10% w/w 的油。该方法的特点是，在水包油型乳液中使用指示剂之前，在油相中引入指示剂，然后在水包油型乳液使用后或使用过程中用分光光度计测定油的浓度。适用于本发明方法的指示剂包括一般已知的酸碱指示剂和荧光指示剂。指示剂的用量可以在很宽的范围内变化，但以水包油型乳液的油为基准，最好在 10-500 ppm 的范围内。将分光光度法分析得出的数据与所用系统的校准曲线进行比较，即可得出水包油型乳液中的油浓度。