3-bromo-1,2,5-trifluoro-4-methoxybenzene | 66684-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-bromo-1,2,5-trifluoro-4-methoxybenzene
• 英文别名: 3-Brom-1,4,5-trifluor-2-methoxybenzol；2-Bromo-3,4,6-trifluoroanisole
• CAS: 66684-56-8
• 化学式: C₇H₄BrF₃O
• 分子量: 241.007
• InChiKey: FGYYGEQHAMEDGN-UHFFFAOYSA-N

物化性质

• 沸点：
  200.6±35.0 °C(Predicted)
• 密度：
  1.694±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-dibromo-2,3,5-trifluoro-6-methoxybenzene 在 正丁基锂 、 水 作用下， 以 乙醚 、 正己烷 、 乙醇 为溶剂， 反应 6.5h， 生成 3-Brom-2,4,5-trifluoranisol 、 3-bromo-1,2,5-trifluoro-4-methoxybenzene
  参考文献：
  名称：

  Strategies for the synthesis of fluorinated liquid crystal derivatives from perbromofluoroaromatic systems

  摘要：

  The use of perbromofluorobenzene derivatives as starting materials for the synthesis of a variety of model liquid crystal systems by a combination of nucleophilic aromatic substitution, debromolithiation/trapping, dehydration and reduction processes is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.069

文献信息

• Nucleophilic displacement in polyhalogenoaromatic compounds. Part 6. Kinetics of methoxydefluorination of polybromofluorobenzenes
  作者：Roger Bolton、John P. B. Sandall

  DOI：10.1039/p29780000137

  日期：——

  Rates of displacement of fluorine from a number of polybromofluorobenzenes by methanolic sodium methoxide have been measured at 323.2 K. The effects of bromine substituents, whether measured by substituent rate factors or by the two-term process described earlier, fall in a regular sequence of halogen effects, from fluorine to iodine. The poorer agreement between calculated and experimental figures

  在323.2 K处测定了甲醇甲醇钠从许多多溴代氟苯中氟的置换速率。无论是通过取代基速率因子还是通过上述的两步法测定，溴取代基的影响均按规则的卤素顺序排列效果，从氟到碘。对于较重的卤素，计算值与实验值之间的较差一致性必须反映出其他未考虑因素，这些因素可能是由于取代基的拥挤或相互相互作用而引起的。
• Strategies for the synthesis of fluorinated liquid crystal derivatives from perbromofluoroaromatic systems
  作者：Alan M. Kenwright、Graham Sandford、Andrzej J. Tadeusiak、Dmitrii S. Yufit、Judith A.K. Howard、Pinar Kilickiran、Gabriele Nelles

  DOI：10.1016/j.tet.2010.10.069

  日期：2010.12

  The use of perbromofluorobenzene derivatives as starting materials for the synthesis of a variety of model liquid crystal systems by a combination of nucleophilic aromatic substitution, debromolithiation/trapping, dehydration and reduction processes is described. (C) 2010 Elsevier Ltd. All rights reserved.