2,5-二(4-甲基苯基)-1,3,4-恶二唑 | 2491-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,5-二(4-甲基苯基)-1,3,4-恶二唑
• 英文名称: 2,5-di-p-tolyl-1,3,4-oxadiazole
• 英文别名: 2,5-bis-(p-methylphenyl)-1,3,4-oxadiazole；2,5-bis(4-methylphenyl)-1,3,4-oxadiazole；2,5-di-(p-tolyl)-1,3,4-oxadiazole；2,5-di(p-tolyl)-1,3,4-oxadiazole；2,5-di-p-tolyl-[1,3,4]oxadiazole；2,5-di-p-tolyl-{1,3,4}oxadiazole
• CAS: 2491-91-0
• 化学式: C₁₆H₁₄N₂O
• mdl: MFCD00187732
• 分子量: 250.3
• InChiKey: XYCVDMCFWPHYNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 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：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2,5-二(4-甲基苯基)-1,3,4-恶二唑 在 吡啶 、 potassium permanganate 作用下， 生成 4-[5-(4-羧基苯基)-1,3,4-恶二唑-2-基]苯甲酸
  参考文献：
  名称：

  A selective colorimetric and fluorescent sensor for Al3+ ion and its application to cellular imaging

  摘要：

  A new rhodamine-based fluorescent turn-on chemosensor (L) for selective detection of Al3+ ion has been developed and characterized. The fluorescent chemosensor L was synthesized by the reaction of intermediate (4) with 2,5-bis (4-phenylacyl chloride)-1,3,4-oxadiazole (3). The chemosensor L displays an excellent selective and sensitive response to Al3+ ion over other metal ions, in which the spirocyclic (non-fluorescent) to ring opened amide (fluorescent) process was utilized and a 1:2 stoichiometry for L-Al3+ complex was formed with an association constant of 2.03 x 10(3) M-1. Furthermore, chemosensor L can be applied as a fluorescent probe for monitoring Al3+ in living cells by performing cell imaging studies. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.01.015
• 作为产物：
  描述：

  对甲基苯甲酸 在 磷酸 、 一水合肼 作用下， 反应 15.0h， 以60%的产率得到2,5-二(4-甲基苯基)-1,3,4-恶二唑
  参考文献：
  名称：

  两种含有1,3,4-恶二唑部分的新型二苯乙烯衍生物的合成和光学性质

  摘要：

  合成了两种含有1,3,4-恶二唑部分的新型衍生物，并通过元素分析，1 H NMR，MS进行了表征。通过紫外可见吸收和荧光发射光谱在不同溶液中研究了标题化合物的光物理过程。1a和1b在THF中的荧光量子产率（Φ）分别为0.65和0.69。还讨论了溶液对荧光强度的影响。在紫外光激发下，这两种化合物表现出强烈的蓝色荧光发射。它们可以用作有机电致发光材料中的潜在应用。

  DOI：

  10.1016/j.saa.2008.10.011

文献信息

• Mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes as precatalysts for direct arylation of azoles with aryl bromides
  作者：Jin Yang

  DOI：10.1016/j.tet.2019.02.031

  日期：2019.4

  A series of mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes with general formula [(NHC)Pd(η3-allyl)]2(μ2-N-heterocycles)(BF4)2 were prepared in one pot based on anion metathesis of (NHC)Pd(η3-allyl)Cl complexes and then ligand replacement with N-heterocycles [N-heterocycles = pyrazine (pyz), 4,4′-bipyridine (bpy) and trans-4,4′-bipyridylethylene (bpe)]. The solid-state structures

  一系列的混合Ñ -heterocycles / Ñ -杂环卡宾钯（II）与通式烯丙基配合物[（NHC）的Pd（η 3 -烯丙基）] 2（μ 2 - Ñ -heterocycles）（BF 4）2在制备一锅基于（NHC）的Pd（的阴离子置换η 3 -烯丙基）氯复合物和配体，然后替换ñ -heterocycles [ ñ -heterocycles =吡嗪（PYZ），4,4'-联吡啶（BPY）和反式-4，4′-联吡啶乙烯（bpe）]。固态结构显示双核结构，其中两个钯（II）中心通过桥连的N杂环结合在一起。初步研究了所得配合物作为唑类与芳基溴化物直接进行C H键芳基化的前催化剂。
• Multi-Functional Copolymers Comprising Rare Earth Metal Complexes and Devices Thereof
  申请人：Ling Qidan

  公开号：US20070290199A1

  公开（公告）日：2007-12-20

  The invention relates to copolymer complexes of the formula (I): wherein [A x -[B(C)] y -D z ] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x=y+z; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10-phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.

  该发明涉及公式（I）的共聚物复合物： 其中[Ax-[B(C)]y-Dz]表示重复n次的共聚物复合物的单个单位，其中n是大于1的整数，且单个单位包括与包含稀土金属的复合物（C）配位的共轭骨架；x、y和z是大于零的数字，使得x=y+z；A独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物；B是从苯甲酸、1,3-二苯基丙烷-1,3-二酮、1,10-邻菲啰啉、2,2'-联吡啶或其衍生物组中选择的功能性配体；D独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物。
• Anil-Synthese 22. Mitteilung über die Herstellung von Styryl-und Distyryl-Derivaten des Pyridins
  作者：Adolf Emil Siegrist、Hans Rudolf Meyer、Peter Gassmann、Serge Moss

  DOI：10.1002/hlca.19800630524

  日期：1980.7.9

  Preparation of Styryl and Distyryl Derivatives of Pyridine

  吡啶的苯乙烯基和二苯乙烯基衍生物的制备
• A New Synthesis Of 1,3,4-Oxadiazoles. Cyclization Of N.N'-Diacylhydrazeves Catalyzed By Palladium(0)
  作者：Stephane Lutun、Bruno Hasiak、Daniel Couturier

  DOI：10.1080/00397919908085741

  日期：1999.1.1

  Abstract Several 1,3,4-oxadiazoles were synthetized by cyclization of N,N'-diacylhydrazines catalyzed by palladium(O). Water formed during the reaction is responsible for the hydrolysis of the products. To avoid it, we introduced benzoic anhydride into the medium and obtained an increased yield of oxadiazoles.

  摘要 通过钯(O)催化N,N'-二酰基肼的环化反应合成了几种1,3,4-恶二唑类化合物。反应过程中形成的水​​负责产物的水解。为了避免这种情况，我们将苯甲酸酐引入培养基中，并提高了恶二唑的产量。
• Efficient Oxidative Cyclisation of Acid Hydrazides to 2,5-Disubstituted 1,3,4-Oxadiazoles Catalysed by Bu₄NI with <i>t-</i>BuOOH as Oxidant
  作者：Peng Gao、Yunyang Wei

  DOI：10.3184/174751913x13736408126236

  日期：2013.8

  Acid hydrazides or araldehyde N-acylhydrazones can be converted in good yields to, respectively, symmetrical or unsymmetrical, 2,5-disubstituted 1,3,4-oxadiazoles at 60 °C by a Bu₄NI-catalysed procedure which requires the presence of a base and 2.5 equiv. of t-butyl hydroperoxide.

  酸酰肼或芳醛 N-酰肼可以通过 Bu4NI 催化的程序，在 60 °C 下以良好的产率分别转化为对称或不对称的 2,5-二取代 1,3,4-噁二唑，该程序需要碱和 2.5 等量的叔丁基过氧化氢。