5-(4'-hydroxyphenylazo)-1-naphthalenesulfonic acid | 1354966-35-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(4'-hydroxyphenylazo)-1-naphthalenesulfonic acid
• 英文别名: 5-[(4-hydroxyphenyl)diazenyl]naphthalene-1-sulfonic acid
• CAS: 1354966-35-0
• 化学式: C₁₆H₁₂N₂O₄S
• 分子量: 328.348
• InChiKey: RLVGGGVHNJRUOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(4'-hydroxyphenylazo)-1-naphthalenesulfonic acid 、 4-氯代邻苯二甲腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以74.1%的产率得到4-[4'-(5-sulfonaphthylazo)phenyloxy]phthalonitrile potassium salt
  参考文献：
  名称：

  Synthesis and study of properties of the sulfonaphthylazophenoxyphthalonitrile and related phthalocyanine

  摘要：

  The 4-[4'-(5-sulfonaphthylazo)phenoxy]phthalonitrile potassium salt was synthesized by the reaction of 4-chlorophthalonitrile with 5-(4'-hydroxyphenylazo)-1-naphthalenesulfonic acid, and on its basis was obtained tetra-4-[4'-(5-sulfonaphthylazo)phenoxy]phthalocyanine. The products were characterized by elemental analysis, IR and electron spectroscopy. The effect of the introduced substituent on the spectral and other properties of the synthesized compounds was demonstrated.

  DOI：

  10.1134/s1070363211110235
• 作为产物：
  描述：

  5-氨基-1-萘磺酸 、 对羟基苯甲酸 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 0.5h， 以29.8 g的产率得到5-(4'-hydroxyphenylazo)-1-naphthalenesulfonic acid
  参考文献：
  名称：

  Synthesis and study of properties of the sulfonaphthylazophenoxyphthalonitrile and related phthalocyanine

  摘要：

  The 4-[4'-(5-sulfonaphthylazo)phenoxy]phthalonitrile potassium salt was synthesized by the reaction of 4-chlorophthalonitrile with 5-(4'-hydroxyphenylazo)-1-naphthalenesulfonic acid, and on its basis was obtained tetra-4-[4'-(5-sulfonaphthylazo)phenoxy]phthalocyanine. The products were characterized by elemental analysis, IR and electron spectroscopy. The effect of the introduced substituent on the spectral and other properties of the synthesized compounds was demonstrated.

  DOI：

  10.1134/s1070363211110235

文献信息

• Phthalocyanines with peripheral azo chromophores
  作者：T. V. Tikhomirova、R. A. Badaukaite、G. P. Shaposhnikov

  DOI：10.1134/s1070363215100205

  日期：2015.10

  Interaction of 4-halogenated phthalonitrile with arylazophenols provided 4-R-azophenoxyphthalonitriles that have been further transformed into tetra-4-(4'-arylazophenoxy)phthalocyanines and their metal complexes. Physicochemical properties of the prepared compounds were studied.