4,5-dibromo-N-isobutyl-2-nitroaniline | 265662-22-4

• 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: 4,5-dibromo-N-isobutyl-2-nitroaniline
• 英文别名: 4,5-dibromo-N-(2-methylpropyl)-2-nitroaniline
• CAS: 265662-22-4
• 化学式: C₁₀H₁₂Br₂N₂O₂
• 分子量: 352.025
• InChiKey: FPCDPMHDPBFKGN-UHFFFAOYSA-N

物化性质

• 熔点：
  81-82 °C
• 沸点：
  391.3±42.0 °C(Predicted)
• 密度：
  1.734±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dibromo-N-isobutyl-2-nitroaniline 在 boron trioxide 、 ammonium hydroxide 、 溶剂黄146 、 锌 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 7,8-dibromo-N(10)-isobutylisoalloxazine
  参考文献：
  名称：

  Model Systems for Flavoenzyme Activity:  Relationships between Cofactor Structure, Binding and Redox Properties

  摘要：

  A series of flavins were synthesized bearing electron-withdrawing and -donating substituents. The electrochemical properties of these flavins in a nonpolar solvent were determined. The recognition of these flavins by a diamidopyridine (DAP) receptor and the effect this receptor has on flavin redox potential was also quantified. It was found that the DAP-flavin binding affinity and the reduction potentials (E-1/2) for both the DAP-bound and unbound flavins correlated well with functions derived from linear free energy relationships (LFERs). These results provide insight and predictive capability for the interplay of electronics and redox state-specific interactions for both abiotic and enzymatic systems.

  DOI：

  10.1021/ja036940b
• 作为产物：
  描述：

  1,2,4-三溴苯 在 sodium nitrate 、 硫酸 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4,5-dibromo-N-isobutyl-2-nitroaniline
  参考文献：
  名称：

  Synthesis and redox properties of novel alkynyl flavins

  摘要：

  The synthesis of C7 and/or C8 alkynyl flavins is described. The yields range from 14-48% over six steps. The reduction potentials of these compounds are in good agreement with the values expected based on the Hammett substituent coefficients. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02327-8