2491-91-0

Usage

Uses

Used in Organic Synthesis:
2,5-di-(4-methylphenyl)-1,3,4-oxadiazole is used as a building block in organic synthesis for the preparation of various functional materials. Its unique structure and properties make it a valuable component in creating advanced materials.
Used in Liquid Crystals Industry:
In the liquid crystals industry, 2,5-di-(4-methylphenyl)-1,3,4-oxadiazole is used as a key component for developing liquid crystal materials. Its incorporation enhances the performance characteristics of liquid crystals, making them suitable for various applications such as displays and sensors.
Used in Polymer Industry:
2,5-di-(4-methylphenyl)-1,3,4-oxadiazole is used as a monomer in the polymer industry for synthesizing polymers with specific properties. Its unique structure contributes to the development of polymers with tailored characteristics for use in different industries.
Used in Organic Semiconductors Industry:
In the organic semiconductors industry, 2,5-di-(4-methylphenyl)-1,3,4-oxadiazole is used as a constituent in the design and synthesis of organic semiconductors. Its properties are leveraged to create semiconductor materials with improved performance for applications in electronic devices and optoelectronics.

InChI:InChI=1/C16H14N2O/c1-11-3-7-13(8-4-11)15-17-18-16(19-15)14-9-5-12(2)6-10-14/h3-10H,1-2H3

Upstream product

• 1530-73-0 4-methyl-N'-(4-methylbenzoyl)benzohydrazide 
• 874-60-2 4-methyl-benzoyl chloride 
• 3619-22-5 p-toluic hydrazide 
• 115540-63-1 N'-(4-methylbenzylidene)-4-methylbenzohydrazide 
• 100-47-0 benzonitrile 
• 99-94-5 p-Toluic acid 
• 38663-38-6 2',2'-dibenzyl-4-methylbenzohydrazide 
• 93-97-0 benzoic acid anhydride 
• 139030-29-8 (1E,2E)-1,2-bis(4-methylbenzylidene)hydrazine 
• 24994-04-5 5-(p-tolyl)-1H-tetrazole 
• 827-58-7 2-p-tolyl-1,3,4-oxadiazole 
• 36719-51-4 3,3-diethyl-1-(4-methylphenyl)-1-triazene 
• 106-38-7 para-bromotoluene 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 16157-40-7 2,5-bis-[4-(trans-2-thiophen-2-yl-vinyl)-phenyl]-[1,3,4]oxadiazole 
• 16157-37-2 2,5-bis-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-[1,3,4]oxadiazole 
• 16157-35-0 2,5-bis-[4-(4-isopropyl-trans-styryl)-phenyl]-[1,3,4]oxadiazole 
• 16157-33-8 2,5-bis(4-styrylphenyl)-1,3,4-oxadiazole 
• 16157-34-9 2,5-bis(4-(4-chlorostyryl)phenyl)-1,3,4-oxadiazole 
• 61528-64-1 2,5-di-p-tolyl-(5ar,10ac)-10,10a-dihydro-5aH-indeno[1,2-f][1,3,4]oxadiazepine 
• 787-84-8 N'-benzoylbenzohydrazide 
• 75029-44-6 1,3-dimethyl-5-benzoylpyrimidine-2,4(1H,3H)-dione 
• 75029-41-3 1,3-Dimethyl-5-(4-methylbenzoyl)uracil-(4-methylbenzoyl)hydrazon 
• 65-85-0 benzoic acid 
• 58370-39-1 2,5-bis[4-(bromomethyl)phenyl]-1,3,4-oxadia-zole 
• 500615-67-8 2,5-bis-(4-methyl-3-nitro-phenyl)-[1,3,4]oxadiazole 
• 58370-38-0 diethyl 4-(5-(4-(diethoxyphosphino)methylphenyl)-1,3,4-oxadiazol-2-yl)-benzyl-phosphonate 
• 67603-32-1 C₁₆H₁₆N₄O 

Relevant academic research and scientific papers

New heterocycle-based organic molecule with two-photon induced blue fluorescent emission

A new heterocycle-based quadrupolar molecule containing 2,5-diphenyl-1,3,4-oxadiazole as the n -centre and two carbazoles as end units has been synthesized. It exhibits two-photon induced blue emission, and its two-photon absorption cross section in the femtosecond region is measured to be 239 × 10-50 cm4 s photon-1 at a wavelength of 788 nm. CSIRO 2006.

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

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 chl

Multipolar symmetric and asymmetric N–heterocyclic compounds with efficient two?photon absorption

A series of novel multipolar symmetric and asymmetric N–heterocyclic compounds with different configurations were designed and synthesized. Their structures were characterized by Fourier transform infrared spectroscopy, hydrogen?1 nuclear magnetic resonan

One pot solvent-free solid state synthesis, photophysical properties and crystal structure of substituted azole derivatives

A solvent-free solid state method has been developed to synthesize three series of substituted azole derivatives (including 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole) in high yields by condensation cyclization of N,N′-bishydrazide derivatives with corresponding cyclization agents, respectively. This general method avoids the use of organic solvents, saves cost and resources, simplifies post-processing and increases reaction rates. These compounds have been fully characterized by 1H NMR, 13C NMR, elemental analysis and MS. The structure of 2,5-di (4-tertbutylphenyl)-1,3,4-oxadiazole has been determined by single crystal X-ray diffraction analysis. The cell parameters are as follows: monoclinic crystal system, Cc space group, a = 18.735 (2) ?, b = 6.3375 (8) ?, c = 16.824 (2) ? and α = γ = 90°; β = 98.292 (2). The electronic absorption and fluorescent properties of these compounds have been systematically investigated for the first time. The relationships between heterocyclic structures and photophysical properties have been discussed. The alteration of emission and absorption wavelengths can be elucidated by hybrid atoms' electronegativity and Substituents' Hammett constants. This approach proposes a novel insight to provide a great number of novel substituted azole derivatives with good photophysical properties by a general green method.

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

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

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 shown dinuclear structures with two palladium(II) centers holding together by bridged N-heterocycles. Initially investigation of the obtained complexes as precatalysts for direct C[sbnd]H bond arylation of azoles with aryl bromides was carried out.

Synthesis method of 2,5-disubstituted-1,3,4-oxadiazole

The invention discloses a synthesis method of a drug intermediate, namely, 2,5-disubstituted-1,3,4-oxadiazole. 2,5-disubstituted-1,3,4-oxadiazole is synthesized with a one-pot method under the photocatalytic action with simple hydrazide compounds as raw materials. 2,5-disubstituted-1,3,4-oxadiazole can be produced through a reaction at the room temperature with a common halogen lamp as a light source, eosinY as a catalyst, potassium carbonate as an additive and ethanol as a solvent. The method has the characteristics that the raw material source is simple, the reaction condition is mild and the like.

Three-component synthesis method of oxadiazole compound

The invention relates to a synthesis method of an oxadiazole compound shown in formula (III). The method comprises steps as follows: a compound shown in formula (1), a compound shown in formula (II) and an amine source compound react at 80-100 DEG C for 6-10 h in the presence of an organic solvent, a catalyst, base and an additive, after-treatment is performed after the reaction ends, and the compound shown in formula (III) is obtained, wherein R1 is C1-C6 alkyl groups, phenyl groups or phenyl groups substituted with substitute groups, substitute groups are C1-C6 alkyl groups, C1-C6 alkoxy groups or halogen, and R2 is H, C1-C6 alkyl groups, C1-C6 alkoxy groups or halogen. A specific three-component reaction system is adopted in the method, comprehensive synergism of a specific catalytic system is combined, so that a target product can be obtained at the high yield, and the method has good application prospect and value.

Reagent/Substituent Switching Approach for the Synthesis of Substituted 1,3,4-Oxadiazole/1,3,4-Oxadiazoline and 1,2,4-Triazole Derivatives from N-Substituted Hydrazides

A metal-free method for the synthesis of substituted 1,3,4-oxadiazole/1,3,4-oxadiazoline and 1,2,4-triazole derivatives from a common starting material via reagent/substituent switching is reported. In the presence of 2-fluoropyridine/triflic anhydride, 1,3,4-oxadiazole derivatives were exclusively formed from N′-tert-butylhydrazides and 1,3,4-oxadiazoline derivatives were produced from N-phenylhydrazides. On the other hand, when using pyridine/triflic anhydride, salts of 1,2,4-triazoles were the sole products. (Figure presented.).

Palladium-Catalyzed Aminocarbonylation Reaction to Access 1,3,4-Oxadiazoles using Chloroform as the Carbon Monoxide Source

A palladium-catalyzed aminocarbonylation reaction of aryl halides with chloroform and tetrazoles has been developed, where chloroform was employed as the carbon monoxide (CO) source in the presence of cesium hydroxide. The in situ generated N-acylated tetrazoles were unstable and easily decomposed to afford 2,5-disubstituted 1,3,4-oxadiazoles. A wide range of tetrazoles and aryl halides reacted smoothly under the optimized reaction conditions to give the corresponding products in moderate to good yields.