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1,3,4-Oxadiazole

Base Information
  • Chemical Name:1,3,4-Oxadiazole
  • CAS No.:288-99-3
  • Molecular Formula:C2H2 N2 O
  • Molecular Weight:70.0507
  • Hs Code.:2934999090
  • European Community (EC) Number:873-098-3
  • NSC Number:122449
  • UNII:20O2F20OUR
  • DSSTox Substance ID:DTXSID10182987
  • Nikkaji Number:J327.198F
  • Wikipedia:1,3,4-Oxadiazole
  • Wikidata:Q27253475
  • Mol file:288-99-3.mol
1,3,4-Oxadiazole

Synonyms:1,3,4-oxadiazole

Suppliers and Price of 1,3,4-Oxadiazole
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 1,3,4-Oxadiazole
  • 10mg
  • $ 45.00
  • Matrix Scientific
  • 1,3,4-Oxadiazole 95+%
  • 1g
  • $ 1165.00
  • J&W Pharmlab
  • [1,3,4]Oxadiazole 96%
  • 250mg
  • $ 225.00
  • J&W Pharmlab
  • [1,3,4]Oxadiazole 96%
  • 100mg
  • $ 163.00
  • Crysdot
  • 1,3,4-Oxadiazole 95+%
  • 1g
  • $ 520.00
  • American Custom Chemicals Corporation
  • 1,3,4-OXADIAZOLE 95.00%
  • 5MG
  • $ 505.45
  • Alichem
  • 1,3,4-Oxadiazole
  • 1g
  • $ 926.50
  • AK Scientific
  • 1,3,4-Oxadiazole
  • 1g
  • $ 1622.00
Total 16 raw suppliers
Chemical Property of 1,3,4-Oxadiazole
Chemical Property:
  • Vapor Pressure:4.99mmHg at 25°C 
  • Refractive Index:1.4300 (estimate) 
  • Boiling Point:150°C at 760 mmHg 
  • PKA:-3.82±0.22(Predicted) 
  • Flash Point:62.4°C 
  • PSA:38.92000 
  • Density:1.193g/cm3 
  • LogP:0.06960 
  • Storage Temp.:Refrigerator, Under inert atmosphere 
  • Solubility.:Chloroform (Soluble), Methanol (Slightly) 
  • XLogP3:-0.2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:70.016712692
  • Heavy Atom Count:5
  • Complexity:26.8
Purity/Quality:

97% *data from raw suppliers

1,3,4-Oxadiazole *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Nitrogen Compounds -> Other Nitrogen Compounds
  • Canonical SMILES:C1=NN=CO1
  • General Description 1,3,4-Oxadiazole is a heterocyclic compound with a five-membered ring containing two nitrogen atoms and one oxygen atom, widely used in pharmaceuticals, agrochemicals, and optoelectronic materials due to its versatile biological and photophysical properties. It serves as a key scaffold in antiviral agents, electroluminescent materials, and efficient organic optoelectronics, where its optical transparency, conjugation, and charge-balancing capabilities are advantageous. Synthetic methods for oxadiazoles include cyclization reactions, photoredox catalysis, and environmentally friendly one-pot approaches, with modifications such as substituent tuning to optimize quantum yields and solubility. Its derivatives, including 2,5-disubstituted variants, exhibit significant potential in drug development and functional materials.
Technology Process of 1,3,4-Oxadiazole

There total 9 articles about 1,3,4-Oxadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Refernces

Synthesis of 1,2,4-triazol-3-ylmethyl-, 1,3,4-oxa-, and -thiadiazol-2-ylmethyl-1H-[1,2,3]-triazolo[4,5-d]pyrimidinediones

10.1007/s00706-007-0649-7

The research focuses on the synthesis of novel heterocyclic compounds, specifically 1,2,4-triazol-3-ylmethyl-, 1,3,4-oxa-, and -thiadiazol-2-ylmethyl-1H-[1,2,3]-triazolo[4,5-d]pyrimidinediones, which are potentially useful as antiviral agents against hepatitis B virus. The experiments involved the synthesis of 1-carbethoxymethyl-4,6-dimethyl-1H-[1,2,3]triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione and its subsequent reactions with hydrazine hydrate to yield a hydrazide. This hydrazide was further reacted with phenylisothiocyanate or carbon disulfide and KOH to produce thiosemicarbazide and oxadiazole derivatives. Various alkylation and cyclization reactions were performed to form the desired heterocyclic structures, including the formation of 1,3,4-thiadiazole, 5-mercapto-1,2,4-triazole, and 1,3,4-oxadiazole rings. The synthesized compounds were analyzed using techniques such as infrared (IR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) to confirm their structures. The reactants used in these syntheses included phenylisothiocyanate, carbon disulfide, alcoholic potassium hydroxide, dimethyl sulfate, ethyl chloroacetate, and various monosaccharide aldoses. The synthesized compounds were tested for their antiviral activity, with some showing moderate activities against hepatitis B virus.

In situ generated cetyltrimethylammonium bisulphate in choline chloride-urea deep eutectic solvent: A novel catalytic system for one pot synthesis of 1,3,4-oxadiazole

10.1007/s10562-014-1288-3

The research investigates a novel catalytic system for the one-pot synthesis of 2,5-disubstituted-1,3,4-oxadiazoles using cetyltrimethylammonium bisulphate ([CTA]HSO4) generated in situ from cetyltrimethylammonium peroxodisulphate (CTAPS) in a choline chloride–urea deep eutectic solvent (DES). The purpose is to develop an efficient, environmentally friendly, and cost-effective method for synthesizing 1,3,4-oxadiazoles, which are important heterocycles used in various fields such as medicines, pesticides, and dyes. The study concludes that this method offers several advantages over traditional procedures, including milder reaction conditions, simplicity in workup and purification, good to excellent yields, and the use of inexpensive, recyclable reagents.

Synthesis and characterization of potential efficient electroluminescent materials: 2-Phenyl-5-[4-(4-phenylamino-2H-1,2,3-triazol-2-yl)]phenyl-1,3,4- oxadiazole derivatives

10.1246/bcsj.79.644

This research aims to synthesize and characterize a series of 1,3,4-oxadiazole–1,2,3-triazole hybrid derivatives as potential blue electroluminescent materials. The study introduces 1,2,3-triazole into the skeletal structure of 1,3,4-oxadiazole to create these hybrid compounds. Key chemicals used in the synthesis include POCl3, DMF, ethyl 4-hydrazinylbenzoate, benzoyl chloride, and various substituted benzohydrazides. The UV–vis absorption maxima of these derivatives are in the range of 340–360 nm, and their photoluminescence maxima are between 406–480 nm. The fluorescence quantum yields range from 0.65 to 0.76. Cyclic voltammetry measurements reveal unclearly reversible reduction processes, with HOMO values and bandgap energies indicating their potential as electron-transporting materials. The study concludes that the 1,3,4-oxadiazole–1,2,3-triazole derivatives are highly potential efficient blue electroluminescent materials, with the triazole moiety playing a significant role in controlling fundamental photolytic processes.

Design principles to tune the optical properties of 1,3,4-oxadiazole- containing molecules

10.1039/b616996a

The study investigates the optical properties of 1,3,4-oxadiazole-containing molecules and their design principles to improve efficiency for organic optoelectronics. Researchers synthesized a series of oxadiazole compounds and ethynylene analogs to systematically compare their optical behaviors. The 1,3,4-oxadiazole moiety, known for enhancing charge balance and stability in optoelectronic materials, was found to be optically transparent in the visible range and fully conjugating, similar to ethynylene units. However, para-dialkoxy substituents adjacent to the oxadiazole rings were discovered to cause a significant drop in quantum yield due to a repulsive interaction that hinders excited-state planarity and promotes non-radiative decay. The study provides design principles to prevent this quantum yield reduction, such as using single alkoxys or para-alkyls instead of para-dialkoxy substituents, which helps maintain high quantum efficiency while enhancing solubility.

Photocatalytic oxidative heterocyclization of semicarbazones: An efficient approach for the synthesis of 1,3,4-oxadiazoles

10.1055/s-0034-1380493

The research aimed to develop an efficient and environmentally benign method for the synthesis of 1,3,4-oxadiazoles, which are important heterocyclic compounds with a broad spectrum of biological activities and applications in medicinal chemistry. The study focused on the photoredox-catalyzed oxidative heterocyclization of semicarbazones using eosin Y as a visible-light photocatalyst and carbon tetrabromide (CBr4) as a bromine source. The process involved the irradiation of the reaction mixture with green LEDs under atmospheric oxygen, leading to the formation of 5-substituted 2-amino-1,3,4-oxadiazoles in high yields (86–96%) within 10–14 hours. The researchers concluded that this method offered a rapid, mild, and operationally simple approach to synthesize valuable 1,3,4-oxadiazoles, utilizing visible light and atmospheric oxygen, and was superior to traditional methods that often required harsh conditions and multistep processes.

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