2,4,6-Trinitrosotoluene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4,6-Trinitrosotoluene
• 英文别名: 2-Methyl-1,3,5-trinitrosobenzene；2-methyl-1,3,5-trinitrosobenzene
• 化学式: C₇H₅N₃O₃
• 分子量: 179.135
• InChiKey: JTJLBGAODOCYDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4,6-三硝基甲苯 在 铁粉 作用下， 以 甲醇 为溶剂， 生成 2,4,6-Trinitrosotoluene
  参考文献：
  名称：

  Reduction of Nitro Aromatic Compounds by Zero-Valent Iron Metal

  摘要：

  The properties of iron metal that make it useful in remediation of chlorinated solvents may also lead to reduction of other groundwater contaminants such as nitro aromatic compounds (NACs). Nitrobenzene is reduced by iron under anaerobic conditions to aniline with nitrosobenzene as an intermediate product. Coupling products such as azobenzene and azoxybenzene were not detected. First-order reduction rates are similar for nitrobenzene and nitrosobenzene, but aniline appearance occurs more slowly (typical pseudo-first-order rate constants 3.5 x 10(-2), 3.4 x 10(-2), and 8.8 x 10(-3) min(-1), respectively, in the presence of 33 g/L acid-washed, 18-20 mesh Fluka iron turnings). The nitro reduction rate increased linearly with concentration of iron surface area, giving a specific reaction rate constant (3.9 +/- 0.2 x 10(-2) min(-1) m(-2) L). The minimal effects of solution pH or ring substitution on nitro reduction rates, and the linear correlation between nitrobenzene reduction rare constants and the square-root of mixing rate (rpm), suggest that the observed reaction rates were controlled by mass transfer of the NAC to the metal surf:ace. The decrease in reduction rate for nitrobenzene with increased concentration of dissolved carbonate and with extended exposure of the metal to a particular carbonate buffer indicate that the precipitation of side rite on the metal inhibits nitro reduction.

  DOI：

  10.1021/es950211h

文献信息

• [DE] 2,3-DIPHENYL-VALERONITRILDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS HERBIZIDE UND PFLANZENWACHSTUMSREGULATOREN<br/>[EN] 2,3-DIPHENYL-VALERONITRILE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND USE THEREOF AS HERBICIDES AND PLANT GROWTH REGULATORS<br/>[FR] DÉRIVÉS DE 2,3-DIPHÉNYL-VALÉRONITRILE, LEURS PROCÉDÉS DE PRÉPARATION ET LEUR UTILISATION COMME HERBICIDES ET RÉGULATEURS DE CROISSANCE DE PLANTES
  申请人：BAYER IP GMBH

  公开号：WO2013010882A2

  公开（公告）日：2013-01-24

  Die Verbindungen der Formel (I), in welcher L einen Rest der Formel (a) oder (b) bedeutet, und A1, B1 bzw. A2 und B2 wie in Anspruch 1 definiert sind, eignen sich als Herbizide zur Schadpflanzenkontrolle oder als Pflanzenwachstumsregulatoren. Die Verbindungen können gemäß den Verfahren aus Anspruch 12 hergestellt werden.
• Reduction of Nitro Aromatic Compounds by Zero-Valent Iron Metal
  作者：Abinash Agrawal、Paul G. Tratnyek

  DOI：10.1021/es950211h

  日期：1996.12.1

  The properties of iron metal that make it useful in remediation of chlorinated solvents may also lead to reduction of other groundwater contaminants such as nitro aromatic compounds (NACs). Nitrobenzene is reduced by iron under anaerobic conditions to aniline with nitrosobenzene as an intermediate product. Coupling products such as azobenzene and azoxybenzene were not detected. First-order reduction rates are similar for nitrobenzene and nitrosobenzene, but aniline appearance occurs more slowly (typical pseudo-first-order rate constants 3.5 x 10(-2), 3.4 x 10(-2), and 8.8 x 10(-3) min(-1), respectively, in the presence of 33 g/L acid-washed, 18-20 mesh Fluka iron turnings). The nitro reduction rate increased linearly with concentration of iron surface area, giving a specific reaction rate constant (3.9 +/- 0.2 x 10(-2) min(-1) m(-2) L). The minimal effects of solution pH or ring substitution on nitro reduction rates, and the linear correlation between nitrobenzene reduction rare constants and the square-root of mixing rate (rpm), suggest that the observed reaction rates were controlled by mass transfer of the NAC to the metal surf:ace. The decrease in reduction rate for nitrobenzene with increased concentration of dissolved carbonate and with extended exposure of the metal to a particular carbonate buffer indicate that the precipitation of side rite on the metal inhibits nitro reduction.