(E)-5-(4-(dimethylamino)styryl)-2-nitrophenol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-5-(4-(dimethylamino)styryl)-2-nitrophenol
• 英文别名: 5-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-2-nitrophenol
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: XYRLDXBADGCQFI-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-5-(4-(dimethylamino)styryl)-2-nitrophenol 、 胆固醇甲酰氯 在 吡啶 作用下， 以 苯 为溶剂， 反应 24.0h， 以55%的产率得到[5-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-2-nitrophenyl] [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonate
  参考文献：
  名称：

  Diphenylpolyene-cholesterol conjugates as fluorescent probes for microheterogeneous media

  摘要：

  Extrinsically conjugated fluorescent diphenylpolyene cholesterol derivatives are synthesized and spectroscopic investigations in homogeneous and aqueous micellar solutions are described. The emission of these cholesterol conjugates reveals characteristic intra-molecular charge transfer (ICT) behaviour in homogeneous solvents with a mono-exponential decay. Spectroscopic evidence in micellar aqueous solutions reveals a bi-exponential decay. This indicates the presence of two preferred locations of the cholesterol conjugated diphenylpolyenes sites of lower polarity and interfacial sites. The sensitivity of these fluorophores was utilized to determine the critical micelle concentrations. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2014.02.013
• 作为产物：
  描述：

  5-(bromomethyl)-2-nitrophenol 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.58h， 生成 (E)-5-(4-(dimethylamino)styryl)-2-nitrophenol
  参考文献：
  名称：

  Diphenylpolyene-cholesterol conjugates as fluorescent probes for microheterogeneous media

  摘要：

  Extrinsically conjugated fluorescent diphenylpolyene cholesterol derivatives are synthesized and spectroscopic investigations in homogeneous and aqueous micellar solutions are described. The emission of these cholesterol conjugates reveals characteristic intra-molecular charge transfer (ICT) behaviour in homogeneous solvents with a mono-exponential decay. Spectroscopic evidence in micellar aqueous solutions reveals a bi-exponential decay. This indicates the presence of two preferred locations of the cholesterol conjugated diphenylpolyenes sites of lower polarity and interfacial sites. The sensitivity of these fluorophores was utilized to determine the critical micelle concentrations. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2014.02.013

文献信息

• Diphenylpolyene-cholesterol conjugates as fluorescent probes for microheterogeneous media
  作者：Veerabhadraiah Palakollu、Sriram Kanvah

  DOI：10.1016/j.jphotochem.2014.02.013

  日期：2014.5

  Extrinsically conjugated fluorescent diphenylpolyene cholesterol derivatives are synthesized and spectroscopic investigations in homogeneous and aqueous micellar solutions are described. The emission of these cholesterol conjugates reveals characteristic intra-molecular charge transfer (ICT) behaviour in homogeneous solvents with a mono-exponential decay. Spectroscopic evidence in micellar aqueous solutions reveals a bi-exponential decay. This indicates the presence of two preferred locations of the cholesterol conjugated diphenylpolyenes sites of lower polarity and interfacial sites. The sensitivity of these fluorophores was utilized to determine the critical micelle concentrations. (C) 2014 Elsevier B.V. All rights reserved.