2,5-bis-(4-methylphenyl)oxazole | 96907-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,5-bis-(4-methylphenyl)oxazole
• 英文别名: 2,5-bis(4-methylphenyl)oxazole；2,5-di-(4-methylphenyl)oxazole；2,5-di-p-tolyloxazole；2,5-di(4-methylphenyl)oxazole；NoName_4360；2,5-bis(4-methylphenyl)-1,3-oxazole
• CAS: 96907-63-0
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: DLTUYNGYYGWGQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2--oxazolon-(5) 在 三氯化铝 、 三氯氧磷 作用下， 生成 2,5-bis-(4-methylphenyl)oxazole
  参考文献：
  名称：

  Schiketanz, Iosif; Racoveanu-Schiketanz, Ana; Gheorghiu, Mircea D., Revue Roumaine de Chimie, 1992, vol. 37, # 11-12, p. 1315 - 1324

  摘要：

  DOI：

文献信息

• Direct arylations on water: synthesis of 2,5-disubstituted oxazoles balsoxin and texaline
  作者：Stephan A. Ohnmacht、Patrizia Mamone、Andrew J. Culshaw、Michael F. Greaney

  DOI：10.1039/b719466h

  日期：——

  An efficient two-step palladium catalysed synthesis of 2,5-disubstituted oxazoles is reported.

  报告了一种高效的二步钯催化合成2,5-二取代恶唑的方法。
• Reaction of Alkynes and Azides: Not Triazoles Through Copper-Acetylides but Oxazoles Through Copper-Nitrene Intermediates
  作者：Estela Haldón、Maria Besora、Israel Cano、Xacobe C. Cambeiro、Miquel A. Pericàs、Feliu Maseras、M. Carmen Nicasio、Pedro J. Pérez

  DOI：10.1002/chem.201303737

  日期：2014.3.17

  Well‐defined copper(I) complexes of composition [Tpm*,BrCu(NCMe)]BF4 (Tpm*,Br=tris(3,5‐dimethyl‐4‐bromo‐pyrazolyl)methane) or [Tpa*Cu]PF6 (Tpa*=tris(3,5‐dimethyl‐pyrazolylmethyl)amine) catalyze the formation of 2,5‐disubstituted oxazoles from carbonyl azides and terminal alkynes in a direct manner. This process represents a novel procedure for the synthesis of this valuable heterocycle from readily

  [ Tpm * ，Br Cu（NCMe）] BF 4（Tpm * ，Br = tris（3,5-二甲基-4-溴代吡唑基）甲烷）或[Tpa * Cu]的定义明确的铜（I）配合物PF 6（TPa *= tris（3,5-二甲基-吡唑烷基甲基）胺直接催化羰基叠氮化物和末端炔烃形成2,5-二取代的恶唑。该过程代表了一种从容易获得的起始原料合成这种有价值的杂环的新颖方法，仅导致2,5-异构体，证明了其完全的区域选择性转化。通过实验证据和计算研究，提出了基于铜-酰基氮烯物种初始形成的反应机理的建议，与引发铜催化的炔烃和叠氮化物环加成反应（CuAAC）的众所周知的机理相反通过形成铜-乙炔化物络合物。
• Branched Oligoarylsilanes and Method for Producing Same
  申请人："LUMINESCENT INNOVATION TECHNOLOGIES" LIMITED LIABILITY COMPANY

  公开号：US20160108065A1

  公开（公告）日：2016-04-21

  Novel branched oligoarylsilanes of general formula (I) A method of preparation of branched oligoarylsilanes is that a compound of general formula (III) Y-Q k -SiAr n —R) 3 (III), where Y stands for a residue of boronic acid or its ester or Br or I, reacts under Suzuki conditions with a reagent of general formula (IV) A-X m -A (IV), where A stands for: Br or I, provided that Y stands for a residue of boronic acid or its ester; or a residue of boronic acid or its ester, provided that Y stands for Br or I. A technical result is preparation of novel compounds, featured by a high luminescence efficiency, efficient intramolecular energy transfer from some molecular fragments to others, and an increased thermal stability.

  通用公式（I）的新型分支寡芳基硅烷的翻译如下： 一种制备分支寡芳基硅烷的方法是，通式（III）Y-Qk-SiArn—R)3(III)的化合物，在Suzuki条件下与通式（IV）A-Xm-A(IV)的试剂发生反应，其中Y代表硼酸或其酯或Br或I的残基，A代表Br或I，条件是Y代表硼酸或其酯的残基；或硼酸或其酯的残基，条件是Y代表Br或I。技术上的结果是制备具有高发光效率、分子片段之间高效内分子能量转移以及增加热稳定性的新型化合物。
• Synthesis and study of the transfer of substituent electronic effects in substituted 2,5-diphenyloxazoles
  作者：O. P. Shvaika、N. G. Korzhenevskaya、L. P. Snagoshchenko

  DOI：10.1007/bf00504199

  日期：1985.2
• Regioselective Formation of 2,5-Disubstituted Oxazoles Via Copper(I)-Catalyzed Cycloaddition of Acyl Azides and 1-Alkynes
  作者：Israel Cano、Eleuterio Álvarez、M. Carmen Nicasio、Pedro J. Pérez

  DOI：10.1021/ja109732s

  日期：2011.1.19

  The reaction of 1-alkynes with acyl azides in the presence of [Tpm*Cu-,Cu-Br(NCMe)]BF4 [Tpm*(,Br) = tris(3,5-dimethyl-4-bromopyrazolyl)methane] as the catalyst provides 2,5-oxazoles in moderate to high yields. This is a novel transformation of the CuAAC type that constitutes a significant variation of the commonly observed [3 + 2] cycloaddition reaction to yield 1,2,3-triazoles.