5-(4-ethynylbenzylidene)pyrimidine-2,4,6-trione | 503322-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-ethynylbenzylidene)pyrimidine-2,4,6-trione
• 英文别名: 5-[(4-Ethynylphenyl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 503322-35-8
• 化学式: C₁₃H₈N₂O₃
• 分子量: 240.218
• InChiKey: LXBXDSOTHJQHSU-UHFFFAOYSA-N

物化性质

• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-ethynylbenzylidene)pyrimidine-2,4,6-trione 、 [RuCl(dppe)2]OTf 以 四氢呋喃 为溶剂， 生成 [RuCl(dppe)2(CCHC6H4CHC4O3N2H2)]OTf
  参考文献：
  名称：

  Alkynyl Ruthenium Colorimetric Sensors:  Optimizing the Selectivity toward Fluoride Anion

  摘要：

  We report on the synthesis of alkynyl ruthenium colorimetric sensors whose receptors are constituted by thiazolidinedione, rhodanine, or barbituric heads as recognition centers for anions. As modifications in the charge density at these recognition centers affect the whole molecule, through the alkynyl ligand acting as a communicating wire, the effects of hydrogen-bonding interactions with the anions were observed with the naked eye and monitored by UV-vis absorption spectrometry. The selectivity of the sensors was improved through electronic modifications of the alkynyl ruthenium subunit: the higher the electron density at the receptor head, the higher the selectivity is. TD-DFT calculations rationalize the long-range electronic communication as a main characteristic of the alkynyl ruthenium species and as a key to improve the selectivity of alkynyl ruthenium-based sensors toward anions.

  DOI：

  10.1021/ic062389i
• 作为产物：
  描述：

  巴比妥酸 、 4-乙炔基苯甲醛 以 乙醇 为溶剂， 反应 20.0h， 以78%的产率得到5-(4-ethynylbenzylidene)pyrimidine-2,4,6-trione
  参考文献：
  名称：

  通过炔基钌外表受体裸眼检测阴离子：选择性识别氟化物阴离子。

  摘要：

  带有末端氢键受体的炔基钌络合物可作为有效的阴离子传感器，表现出大的客体诱导的颜色变化，并且对氟离子表现出出乎意料的高选择性。

  DOI：

  10.1039/b503698d