2,4,5-tri-(4-methoxyphenyl)-1,3-oxazole | 25220-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4,5-tri-(4-methoxyphenyl)-1,3-oxazole
• 英文别名: 2,4,5-tris(4-methoxyphenyl)oxazole；2,4,5-tri(4-methoxyphenyl)oxazole；tris-(4-methoxy-phenyl)-oxazole；Tris-(4-methoxy-phenyl)-oxazol；2,4,5-Tris-<4-methoxy-phenyl>-oxazol；2,4,5-Tris(4-methoxyphenyl)-1,3-oxazole
• CAS: 25220-28-4
• 化学式: C₂₄H₂₁NO₄
• 分子量: 387.435
• InChiKey: OUEFKWGOGXXJFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,4'-二甲氧基苯酚酯 在 ammonium hydroxide 作用下， 生成 2,4,5-tri-(4-methoxyphenyl)-1,3-oxazole
  参考文献：
  名称：

  Schoenberg, Chemische Berichte, 1921, vol. 54, p. 244

  摘要：

  DOI：

文献信息

• Condensation reactions of benzils with ureas in ethylene glycol
  作者：Chang Kiu Lee、Sun Hee Kim、Yong Bun Kim

  DOI：10.1002/jhet.5570330403

  日期：1996.7

  Reactions of benzils and urea in ethylene glycol at 180° for 1-2 hours gave 2,4,5-triaryloxazoles as major products and bicyclic imidazoimidazole-2,5-diones as minor products. N-Methylurea and N-phenylurea gave the oxazoles under similar conditions. The solvent seemed to assist the formation of oxazole by eliminating the isocyanate components as ethylene glycol biscarbamates.

  苯甲醚和脲在乙二醇中于180°反应1-2小时，得到的主要产物为2,4,5-三芳基恶唑，次要的产物为双环咪唑并咪唑-2,5-二酮。N-甲基脲和N-苯基脲在类似条件下得到恶唑。该溶剂似乎通过消除异氰酸酯组分（如乙二醇双氨基甲酸酯）来帮助恶唑的形成。
• Direct Arylation of Simple Azoles Catalyzed by 1,10-Phenanthroline Containing Palladium Complexes: An Investigation of C4 Arylation of Azoles and the Synthesis of Triarylated Azoles by Sequential Arylation
  作者：Fumitoshi Shibahara、Eiji Yamaguchi、Toshiaki Murai

  DOI：10.1021/jo200067y

  日期：2011.4.15

  amounts of azoles, selective C5 monoarylation was achieved by using the same catalytic system. Subsequent efforts demonstrated that C5 arylated azoles undergo exclusive C2 arylation using [Pd(phen)2]PF6 as the catalyst with galvinoxyl as an additive. Finally, unprecedented C4 arylation reactions of 2,5-diaryl-azoles occur by using the new catalytic system to give the corresponding triarylated products in

  描述了由[Pd（phen）2 ] PF 6催化的简单唑的直接三芳基化和顺序三芳基化反应。在[Pd（phen）2 ] PF 6作为催化剂和化学计量的存在下，当使用芳基碘化物处理时，即使是简单的唑类，例如N-甲基咪唑，噻唑和恶唑，即使在其C4位上也发生三芳基化反应。150°C下DMA中Cs 2 CO 3的摩尔数。使用过量的唑类，使用相同的催化系统可实现选择性的C5单芳基化。随后的研究表明，C5芳基化的吡咯使用[Pd（phen）2 ] PF 6进行排他的C2芳基化作为催化剂，加尔维诺尔为添加剂。最后，通过使用新的催化体系，发生了前所未有的2,5-二芳基-唑的C4芳基化反应，从而以良好或优异的收率得到了相应的三芳基化产物。机理研究的结果表明，芳基化C2过程由电芳族取代（S的方式发生ë AR）palladation通路，而在C4位的芳基化反应经由A S发生ë氩palladation和/或自由基机理。
• 2,4,5-Triphenyloxazol - Neues Darstellungsverfahren und Eigenschaften bei photoinduzierten Elektronentransfer-Reaktionen
  作者：H.-J. Timpe、M. Schiller、U. Lammel

  DOI：10.1002/prac.19923340507

  日期：——

  The reaction between desylchloride and sodium azide in boiling methanole leads to 2,4,5-triphenyl oxazole (TPO) c in good yields. This new synthetic course can be used for the synthesis of other triaryl substituted oxazoles too. The shortlived excited singlet state of TPO acts as electron donor (towards several types of onium compounds) and as electron acceptor (towards triethanole amine), and is quenched very efficiently.The photo-induced electron transfer reaction with onium salts results in the homolytic decomposition of the neutral radicals of these compounds with moderate quantum yields. All systems investigated can be used as photo-initiators for the free radical polymerization of methyl methacrylate.