4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)phenylboronic acid | 1401468-81-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)phenylboronic acid
• CAS: 1401468-81-2
• 化学式: C₁₈H₁₈BN₃O₃
• 分子量: 335.17
• InChiKey: PCSBLPXMLHKXIN-UDWIEESQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  79.75
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-氨基安替比林 、 4-甲酰基苯硼酸 以 乙醇 为溶剂， 反应 3.0h， 以63%的产率得到4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)phenylboronic acid
  参考文献：
  名称：

  The synthesis, crystal structure and enhanced blue fluorescence emission of novel antipyrine derivatives

  摘要：

  Four new antipyrine derivatives were synthesized and characterized by elemental analysis, FT-IR. H-1 NMR, C-13 NMR spectroscopy. and a representative compound 1b was confirmed based on the X-ray crystallographic analysis. The antipyrine-phenylboronic acid 1b crystallizes in the monoclinic space group P2(1)/c, and displays an E configuration about the C=N double bond. The absorption and fluorescence spectra of these compounds were investigated. Replacement of a six-membered phenyl group with a five-membered thienyl unit in the antipyrine derivatives resulted in a bathochromic shift approximately 21 nm, while the bithienyl system caused a strong bathochromic effect of 53 nm relative to the substituted phenyl groups. The bithienyl-antipyrine hybrid 1c displayed a turn-on fluorescence response to water, acetic acid (HOAc) and sulfuric acid (H2SO4) in ethanol solution, but no fluorescence response toward alkali. Whereas the free compound was very weakly fluorescent in ethanol, the addition of water, HOAc and H2SO4 leads to an appearance of strong blue fluorescence and a dramatic increase of emission intensity. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.06.047