5-氟-2-硝基苯肼 | 1966-17-2

• 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: 5-氟-2-硝基苯肼
• 英文名称: 2-nitro-5-fluorophenylhydrazine
• 英文别名: 5-Fluor-2-nitrophenylhydrazin；(5-Fluoro-2-nitrophenyl)hydrazine
• CAS: 1966-17-2
• 化学式: C₆H₆FN₃O₂
• 分子量: 171.131
• InChiKey: MNVYNYDGHWOQFD-UHFFFAOYSA-N

物化性质

• 熔点：
  129 °C
• 沸点：
  297.7±30.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  乙酰丙酮 、 5-氟-2-硝基苯肼 在 硫酸 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 6.0h， 以29%的产率得到1-(2-nitro-5-fluorophenyl)-3,5-dimethylpyrazole
  参考文献：
  名称：

  单线态和三线态氮烯的竞争环化。第8部分。1-（2-硝基苯并苯基）吡唑及相关体系

  摘要：

  已经研究了通过亚磷酸三乙酯的硝基基团脱氧或通过相应叠氮化物的热解或光解而得到的标题腈。取代基（氯，溴，青梅，NME的效果2中，Me，CF 3，和NO 2）两者间位和对位已经研究了对硝基苯的吡咯烷酮是确定为吡唑并苯并三唑或吡唑并喹喔啉的优选环化方式的决定因素。同样，已经研究了溶剂，敏化剂和淬灭剂的作用。已经定义了异构体1-和2-（2-硝基苯基）-4,5,6,7-四氢吲唑的途径，并通过研究这些产物的腈介导的环化作用对文献进行了修正。还研究了类似的1-（2-carbenophenyl）-和1-（2-nitrenosulphonylphenyl）-3,5-二甲基吡唑的化学反应，前者给出了2-（3,5-二甲基吡唑-1-基）-苯并恶嗪和-苄醇，后者则产生分子内的氮攻击（吡唑并苯并噻嗪三嗪）和分子间反应的产物。所有反应途径的合理化已经提出。

  DOI：

  10.1039/p19800000982

文献信息

• Substituted 3-(4-nitrophenoxy)pyrazoles and their use as herbicides
  申请人：Monsanto Company

  公开号：EP0295233A2

  公开（公告）日：1988-12-14

  The present invention relates to certain novel substituted 3-(4-nitrophenoxy)pyrazoles and their use as herbicides.

  本发明涉及某些新型取代的 3-(4-硝基苯氧基)吡唑及其作为除草剂的用途。
• Herbicidal substituted pyrazoles
  申请人：MONSANTO COMPANY

  公开号：EP0370990A1

  公开（公告）日：1990-05-30

  The present invention relates to certain substituted 3-phenoxypyrazoles wherein: the phenyl ring has a para nitro substituent; and the pyrazole ring has a methyl, ethyl, halomethyl or haloethyl substituent in the 1-position; a methyl substituent in the 4-position; and a chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethyl­sulfonyl or methoxymethyl substituent in the 5-position, and their use as herbicides.

  本发明涉及某些取代的 3-苯氧基吡唑，其中 苯基环具有对位硝基取代基；吡唑环在 1 位具有甲基、乙基、卤甲基或卤乙基取代基；在 4 位具有甲基取代基；在 5 位具有氯、氰、卤甲基、卤乙基、甲硫基、乙硫基、甲亚磺酰基、乙亚磺酰基、甲磺酰基、乙磺酰基或甲氧基甲基取代基，以及它们作为除草剂的用途。
• Substituted pyrazoles and their use as herbicides
  申请人：Monsanto Company

  公开号：EP0371947A1

  公开（公告）日：1990-06-06

  Substituted 3-phenoxypyrazoles wherein the phenyl ring has a para halo or cyano substituent; and the pyrazole ring has a methyl, ethyl, halomethyl or haloethyl substituent in the 1-position; a halo or methyl substituent in the 4-position; and a chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl or methoxymethyl substituent in the 5-position, and their use as herbicides.

  取代的 3-苯氧基吡唑，其中 苯环具有对位卤代或氰基取代基；吡唑环在 1 位具有甲基、乙基、卤甲基或卤乙基取代基；在 4 位具有卤代或甲基取代基；以及在 5 位上有氯、氰、卤甲基、卤乙基、甲硫基、乙硫基、甲亚磺酰基、乙亚磺酰基、甲磺酰基、乙磺酰基或甲氧基甲基取代基，以及它们作为除草剂的用途。
• Photodecomposition of Some Para-Substituted 2-Pyrazolylphenyl Azides. Substituents Affect the Phenylnitrene S−T Gap More Than the Barrier to Ring Expansion
  作者：Angelo Albini、Gianfranco Bettinetti、Giovanna Minoli

  DOI：10.1021/ja982585r

  日期：1999.4.1

  A series of para-substituted (H, Me, Cl, F, CF3, OMe, NMe2) phenyl azides bearing a dimethylpyrazolyl group in position 2 allowing intramolecular trapping of singlet nitrene have been photolyzed at both 295 and 90 K in ethanol. For three significant models (H, CF3, NMe2), the reaction has been further studied in the presence of diethylamine (DEA) and of oxygen. With all substituents but NMe2, singlet nitrene (trapped intramolecularly to give pyrazolobenzotriazoles) and didehydroazepine (trapped with DEA to give 5H-azepines and then rearranging to 3H-azepines) are in equilibrium. With the NMe2 derivative, the nonelectrophilic singlet is not trapped, while DEA adds to the benzoazirine, the precursor of the didehydroazepine. Thus, electronic effects do not hinder the equilibrium between singlet nitrene and its cyclic isomers, while determining which of the above intermediates decays to a stable end product. The electron-donating group NMe2 has a second important effect, causing a drastic enhancement of the triplet nitrene energy and reduction of the S-T gap, so that triplet nitrene is also in equilibrium with the singlet and the benzoazirine. As for triplet nitrenes,these have been characterized in matrix at 90 K, and the competition between dimerization (to give;azo compounds, as typical of such stabilized species) and hydrogen abstraction from the solvent (involving a sizable barrier) has been studied. The energetic p-dimethylamino triplet undergoes hydrogen abstraction exclusively. When present, oxygen adds efficiently to all of the nitrenes, giving a nitroso oxide, Likewise characterized in the matrix, which then converts to the nitroso and nitro,derivatives in good yields. Photochemical excitation of the triplet in matrix leads to intramolecular hydrogen abstraction.
• US4964895A
  申请人：——

  公开号：US4964895A

  公开（公告）日：1990-10-23