(2-bromo-4-nitrophenyl)-carbamic acid tert-butyl ester | 384793-20-8

• 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-bromo-4-nitrophenyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl (2-bromo-4-nitrophenyl)carbamate；tert-butyl N-(2-bromo-4-nitrophenyl)carbamate
• CAS: 384793-20-8
• 化学式: C₁₁H₁₃BrN₂O₄
• 分子量: 317.139
• InChiKey: RSOLKCQKGKNTGX-UHFFFAOYSA-N

物化性质

• 沸点：
  345.5±32.0 °C(Predicted)
• 密度：
  1.535±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴-4-硝基苯胺 在 4-二甲氨基吡啶 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (2-bromo-4-nitrophenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  AN IMPROVED SYNTHESIS OFN-BOC PROTECTED ARYL AMINES

  摘要：

  There are several known methods of protecting amines as their Boc derivatives. For less nucleophilic amines such as aryl amines these methods often give poor yields and are generally not satisfactory. Here, Boc aryl amines are obtained by first introducing two Boc groups followed by selective removal of one of them. This procedure works well for a number highly sterically hindered substrates as well as electron deficient and electron rich aryl amines.

  DOI：

  10.1081/scc-100106036

文献信息

• Visible-Light-Mediated Nitration of Protected Anilines
  作者：Simon J. S. Düsel、Burkhard König

  DOI：10.1021/acs.joc.7b03260

  日期：2018.3.2

  The photocatalytic nitration of protected anilines proceeds with riboflavin tetraacetate as an organic photoredox catalyst. Sodium nitrite serves as the NO2 source in this visible-light-driven room temperature reaction. Various nitroanilines are obtained in moderate to good yields without the addition of acid or stoichiometric oxidation agents. The catalytic cycle is closed by aerial oxygen as the

  受保护的苯胺的光催化硝化反应以核黄素四乙酸盐作为有机光氧化还原催化剂进行。在此可见光驱动的室温反应中，亚硝酸钠用作NO 2源。在不添加酸或化学计量的氧化剂的情况下，以中等至良好的产率获得了各种硝基苯胺。催化循环被作为末端氧化剂的空气氧封闭。
• AN IMPROVED SYNTHESIS OF<i>N</i>-BOC PROTECTED ARYL AMINES
  作者：Shelley Darnbrough、Miljenko Mervic、Stephen M. Condon、Christopher J. Burns

  DOI：10.1081/scc-100106036

  日期：2001.1

  There are several known methods of protecting amines as their Boc derivatives. For less nucleophilic amines such as aryl amines these methods often give poor yields and are generally not satisfactory. Here, Boc aryl amines are obtained by first introducing two Boc groups followed by selective removal of one of them. This procedure works well for a number highly sterically hindered substrates as well as electron deficient and electron rich aryl amines.