25,27-bis[(4-nitrobenzyloxy)-26,28-dihydroxy-5,17-bis[3'-methyl-4'-(4"-chlorophenylazo)-1'H-pyrazole-5'-ylazo]]calix[4]arene | 1403582-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 25,27-bis[(4-nitrobenzyloxy)-26,28-dihydroxy-5,17-bis[3'-methyl-4'-(4"-chlorophenylazo)-1'H-pyrazole-5'-ylazo]]calix[4]arene
• 英文别名: 11,23-bis[[4-[(4-chlorophenyl)diazenyl]-5-methyl-1H-pyrazol-3-yl]diazenyl]-26,28-bis[(4-nitrophenyl)methoxy]pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-25,27-diol
• CAS: 1403582-57-9
• 化学式: C₆₂H₄₈Cl₂N₁₄O₈
• 分子量: 1188.06
• InChiKey: SICVKXAZUWGRKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16
• 重原子数：
  86
• 可旋转键数：
  14
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  307
• 氢给体数：
  4
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  25,27-bis-(4-nitrobenzyloxy)-26,28-dihydroxycalix[4]arene 、 5-amino-4-(4-chlorophenylazo)-3-methylpyrazole 在 硫酸 、 溶剂黄146 、 sodium nitrite 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以78%的产率得到25,27-bis[(4-nitrobenzyloxy)-26,28-dihydroxy-5,17-bis[3'-methyl-4'-(4"-chlorophenylazo)-1'H-pyrazole-5'-ylazo]]calix[4]arene
  参考文献：
  名称：

  Synthesis and absorption spectra of some novel hetaryltetrakisazocalix[4]arene derivatives

  摘要：

  In this study, a convenient method for the synthesis of thirteen novel tetrakisazo dyes containing 25,27-bis-(4-nitrobenzyloxy)-26,28-dihydroxycalix[4]arene have been described. 5,11,17,23-Tetra-tert-butyl-25.26,27,28tetrahydroxycalix[4]arene, 25,26,27,28-tetrahydroxycalix[4]arene and 25,27-bis-(4-nitrobenzyloxy)-26,28-dihydroxycalix[4]arene were synthesized. 2-arylhydrazone-3-ketiminobutyronitriles 1(a m) were synthesized and reacted with hydrazine hydrate to afford the corresponding 5-amino-4-arylazo-3-methyl-1-Hpyrazoles 2(a m). Thirteen novel hetaryltetrakisazocalix[4]arene derivatives 6(a m) were achieved by diazotisation of 5-amino-4-arylazo-3-methyl-1-H-pyrazoles using nitrosylsulphuric acid, coupling with 25,27-bis-(4-nitrobenzyloxy)-26,28-dihydroxycalixI4]arene. The obtained hetaryltetrakisazocalix[41arene dyes 6(a-m) were characterized based on ET-IR, H-1 NMR and Mass spectroscopic techniques as well as Elemental Analysis. The solvatochromic behaviour of these dyes in various solvents was examined. Acid-base effect on the visible absorption maxima of the dyes were also reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.08.015