1-(4-Cyanphenylazo)-naphthol-(2) | 21856-55-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(4-Cyanphenylazo)-naphthol-(2)
• 英文别名: Benzonitrile, 4-[(2-hydroxy-1-naphthalenyl)azo]-；4-[(2-hydroxynaphthalen-1-yl)diazenyl]benzonitrile
• CAS: 21856-55-3
• 化学式: C₁₇H₁₁N₃O
• 分子量: 273.294
• InChiKey: QXIVVHALCMSJCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  p-cyanobenzenediazo methyl ether 、 2-萘酚 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-(4-Cyanphenylazo)-naphthol-(2)
  参考文献：
  名称：

  Masoud, Nabil K.; Ishak, Mona F., Journal of the Chemical Society. Perkin transactions II, 1988, p. 927 - 932

  摘要：

  DOI：

文献信息

• Genetic Incorporation of a 2-Naphthol Group into Proteins for Site-Specific Azo Coupling
  作者：Shuo Chen、Meng-Lin Tsao

  DOI：10.1021/bc400168u

  日期：2013.10.16

  The 2-naphthol analogue of tyrosine, 2-amino-3-(6-hydroxy-2-naphthyl)propanoic acid (NpOH), has been genetically introduced into proteins in Escherichia coli. This is achieved through the directed evolution of orthogonal aminoacyl-tRNA synthetase/tRNA pairs that selectively charge the target amino acid in response to the amber stop codon, UAG. Moreover, chemoselective azo coupling reactions have been revealed between the 2-naphthol group and diazotized aniline derivatives that are substituted with an electron donating moiety. The coupling reactions required a very mild condition (pH 7) with great reaction rate (less than 2 h at 0 degrees C), high efficiency, and excellent selectivity.