1-硝基-3-(三硝基甲基)苯 | 71156-14-4

• 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: 1-硝基-3-(三硝基甲基)苯
• 英文名称: m-nitrophenyltrinitromethane
• 英文别名: 1-nitro-3-trinitromethyl-benzene；1-Nitro-3-trinitromethyl-benzol；m,α,α,α-Tetranitro-toluol；Trinitro-(3-nitrophenyl)-methan；1-Nitro-3-(trinitromethyl)benzene
• CAS: 71156-14-4
• 化学式: C₇H₄N₄O₈
• 分子量: 272.131
• InChiKey: UPZHSWSXXYMIPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 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：
  183
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-硝基-3-(三硝基甲基)苯 在 氢氧化钾 作用下， 生成 3-硝基苯基二硝基甲烷
  参考文献：
  名称：

  Titow; Smirnow, Doklady Akademii Nauk SSSR, 1952, vol. 83, p. 243,246

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基三硝基甲烷 在 硫酸 、 硝酸 作用下， 生成 1-硝基-3-(三硝基甲基)苯
  参考文献：
  名称：

  Titow; Smirnow, Doklady Akademii Nauk SSSR, 1952, vol. 83, p. 243,246

  摘要：

  DOI：

文献信息

• Synthesis and Properties of Dinitromethylated Arenes. Reinvestigation of the Ponzio Reaction
  作者：Hitomi Suzuki、Hiroshi Takaoka、Hidetoshi Yamamoto、Takuji Ogawa

  DOI：10.1246/bcsj.61.2927

  日期：1988.8

  Several title compounds have been prepared by the modified Ponzio procedure and their IR, 1H and 13C NMR data are presented. In some cases trinitromethylated arenes were obtained as a by-product. Oxidative cleavage to parent aldehydes and oxidation to carboxylic acids were the major competing reactions. 9-Anthracenecarbaldehyde oxime and 10-methyl-9-anthracenecarbaldehyde oxime reacted with nitrogen

  几种标题化合物已通过改进的 Ponzio 程序制备，并提供了它们的 IR、1H 和 13C NMR 数据。在某些情况下，三硝基甲基化芳烃作为副产物获得。氧化裂解为母体醛和氧化为羧酸是主要的竞争反应。9-蒽甲醛肟和10-甲基-9-蒽甲醛肟以意想不到的方式与二氧化氮反应，得到10-硝基-9-蒽甲腈氧化物和10-甲基-10-硝基-9-蒽酮作为各自的主要产物。（二硝基甲基）苯的硝化也已在各种条件下进行了检查。
• New methods of preparation of nitrile oxides and the corresponding disubstituted furoxans by interaction of N2O4 with salts of substituted dinitromethanes
  作者：N. N. Makhova、I. V. Ovchinnikov、V. G. Dubonos、Yu. A. Strelenko、L. I. Khmel'nitsky

  DOI：10.1007/bf00699994

  日期：1993.1

  A new method of generation of nitrile oxides through interaction of N2O4 with salts of substituted dinitromethanes (1) has been worked out. It has been shown by1H,13C,14N NMR spectroscopy that this reaction proceeds via dinitronitrosomethyl intermediates (one of these has been isolated), and that the reaction is feasible only for substituents capable of conjugation with the nitrile oxide fragment.

  已经研究出一种通过 N2O4 与取代二硝基甲烷 (1) 的盐相互作用生成腈氧化物的新方法。1H、13C、14N NMR光谱表明，该反应通过二亚硝基甲基中间体（其中之一已被分离）进行，并且该反应仅对于能够与氧化腈片段缀合的取代基是可行的。在所得腈氧化物环二聚化的基础上，开发了合成对称取代呋喃的制备方法。
• Electrophilic properties of anodically generated polynitroalkyl radicals in homolytic aromatic substitution
  作者：V. A. Petrosyan、M. E. Niyazymbetov

  DOI：10.1007/bf00957428

  日期：1988.2
• Reactions of nitrile oxides with nitrogen oxides. 2. Reactions with nitrogen monoxide and nitrogen sesquioxide
  作者：O. A. Rakitin、V. A. Ogurtsov、T. I. Godovikova、L. I. Khmel'nitskii

  DOI：10.1007/bf00957863

  日期：1990.7

  We have studied the reactions of aromatic nitrile oxides with nitrogen monoxide and nitrogen sesquioxide. It was shown that nitrogen monoxide removes an oxygen atom from the nitrile oxide with formation of the corresponding nitrile and nitrogen dioxide. The reaction products with nitrogen sesquioxide are formed as a result of reactions of the nitrile oxide with nitrogen monoxide and nitrogen tetroxide.
• Reactions of nitrile oxides with nitrogen oxides. 1. Reactions with nitrogen tetroxide
  作者：O. A. Rakitin、V. A. Ogurtsov、T. I. Godovikova、L. I. Khmel'nitskii

  DOI：10.1007/bf00957862

  日期：1990.7

  We have studied the reaction of nitrile oxides with nitrogen tetroxide. It was shown that the reaction is selective: acetonitrile oxide yields ethylnitrolic acid, alpha-oximinophenylacetonitrile oxide gives a mixture of isomers of phenylnitrofuroxan, and aromatic nitrile oxides give aryltrinitromethanes.