碘硝基甲烷 | 25538-43-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 碘硝基甲烷
• 英文名称: trifluoroiodomethane
• 英文别名: iodonitromethane；iodo-nitro-methane；Jod-nitro-methan；Jod-nitromethan；iodo(nitro)methane
• CAS: 25538-43-6
• 化学式: CH₂INO₂
• 分子量: 186.937
• InChiKey: NGPZXMWROSHCLA-UHFFFAOYSA-N

物化性质

• 沸点：
  190.7±23.0 °C(Predicted)
• 密度：
  2.438±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904909090

反应信息

• 作为反应物：
  描述：

  碘硝基甲烷 在 water nitric oxide 作用下， 20.0 ℃ 、30.4 kPa 条件下， 反应 18.0h， 以27%的产率得到三氟-硝基-甲烷
  参考文献：
  名称：

  Optimization of the photochemical generation of trifluoronitromethane, CF3NO2, and a refined purification technique

  摘要：

  The gas-phase photochemical generation of CF3NO2 from CF3I and NO2 was found to be equilibrium limited. The formation of CF3NO2 is favored at low pressure and high temperature, where the concentration of the reactive species (NO2)-N-center dot is the greatest, and unfavored at high pressure and low temperature, where the concentration of N2O4 is greatest. The results from varying the stoichiometric ratio of reactants, pressure, temperature, and reaction time in an attempted scale-up of this reaction are consistent with the reaction being equilibrium limited. The best reaction conditions allowed the generation of only 1-3 g of CF3NO2 per batch reaction in an approximate 16-L vessel. As long as reaction conditions are chosen so that all of the starting CF3I is consumed, caustic scrubbing affords a significantly faster, less expensive, and more practical purification method than those previously published. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.10.003
• 作为产物：
  描述：

  硝基甲烷 在 sodium hydroxide 、 碘 作用下， 生成 碘硝基甲烷
  参考文献：
  名称：

  Nenitzescu; Isacescu, Chemische Berichte, 1930, vol. 63, p. 2484,2493

  摘要：

  DOI：
• 作为试剂：
  描述：

  (1-diazoethyl)benzene 在 碘硝基甲烷 作用下， 以 乙醚 为溶剂， 生成 ω-Jodacetophenonazin
  参考文献：
  名称：

  gem-Dinitroenamines. Synthesis of 2-(arylamino)-1,1-dinitroethylenes

  摘要：

  DOI：

  10.1021/jo01318a035

文献信息

• Nitromethane as a cyanating reagent for the synthesis of thiocyanates
  作者：Zuo-Hui Wang、Xiao-Ming Ji、Mao-Lin Hu、Ri-Yuan Tang

  DOI：10.1016/j.tetlet.2015.07.054

  日期：2015.9

  Nitromethane has been developed to be an effective cyanating reagent for the synthesis of thiocyanates. In the presence of iodine and base, a wide range of disulfides were reacted with nitromethane smoothly to give diverse thiocyanates in moderate to good yields. (C) 2015 Elsevier Ltd. All rights reserved.
• Russanow, Chemische Berichte, 1892, vol. 25, p. 2636
  作者：Russanow

  DOI：——

  日期：——
• Nenitzescu; Isacescu, Chemische Berichte, 1930, vol. 63, p. 2484,2493
  作者：Nenitzescu、Isacescu

  DOI：——

  日期：——
• Optimization of the photochemical generation of trifluoronitromethane, CF3NO2, and a refined purification technique
  作者：John O. Hauptfleisch、Matthew D. Hennek、Alfred Waterfeld、Richard E. Fernandez、Joseph S. Thrasher

  DOI：10.1016/j.jfluchem.2011.10.003

  日期：2012.1

  The gas-phase photochemical generation of CF3NO2 from CF3I and NO2 was found to be equilibrium limited. The formation of CF3NO2 is favored at low pressure and high temperature, where the concentration of the reactive species (NO2)-N-center dot is the greatest, and unfavored at high pressure and low temperature, where the concentration of N2O4 is greatest. The results from varying the stoichiometric ratio of reactants, pressure, temperature, and reaction time in an attempted scale-up of this reaction are consistent with the reaction being equilibrium limited. The best reaction conditions allowed the generation of only 1-3 g of CF3NO2 per batch reaction in an approximate 16-L vessel. As long as reaction conditions are chosen so that all of the starting CF3I is consumed, caustic scrubbing affords a significantly faster, less expensive, and more practical purification method than those previously published. (C) 2011 Elsevier B.V. All rights reserved.