18233-24-4

Basic information

• Product Name: 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol
• Synonyms: 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol
• CAS NO: 18233-24-4
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.25
• Mol File: 18233-24-4.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 372.1°Cat760mmHg
• Flash Point: 178.9°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 9.81E-06mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol(18233-24-4)
• EPA Substance Registry System: 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol(18233-24-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 18233-24-4(Hazardous Substances Data)

Usage

General Description

2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol is a synthetic organic compound which belongs to the category of benzodiazoles, specifically a member of 1,3,4-oxadiazoles possessing an oxadiazolylbenzene moiety. The chemical structure of this compound contains an aromatic benzene ring, an oxadiazole ring, and a phenol group. It is noted for the potential physical and chemical properties that it may demonstrate due to its distinctive structure. The detailed properties, including its reactivity and possible uses, need to be established through experimental studies, while the precise potential applications of this chemical are still under research.

InChI:InChI=1/C14H10N2O2/c17-12-9-5-4-8-11(12)14-16-15-13(18-14)10-6-2-1-3-7-10/h1-9,16H/b14-11+

Upstream product

• 1874-42-6 2-[2-(methyloxyl)phenyl]-5-phenyl-1,3,4-oxadiazole 
• 59395-02-7 N'-benzylidene-2-hydroxybenzohydrazide 
• 936-02-7 2-Hydroxybenzoylhydrazine 
• 1663-61-2 triethoxymethylbenzene 
• 91098-98-5 N’-benzoyl-2-methoxybenzohydrazine 
• 65-85-0 benzoic acid 
• 69-72-7 salicylic acid 
• 98-88-4 benzoyl chloride 
• 579-75-9 2-Methoxybenzoic acid 
• 613-94-5 benzoic acid hydrazide 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 7466-54-8 2-methoxybenzoylhydrazine 
• 3232-37-9 salicylaldehyde benzoylhydrazone 

Downstream Products

• 1542992-98-2 C₃₈H₂₃F₆IrN₄O₂ 
• 1642111-06-5 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol potassium salt 
• 1523272-57-2 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl benzoate 

Relevant articles and documents

Phosphorescence color tuning of oxadiazole-based iridium(III) complexes for organic light emitting diode

The new heteroleptic iridium complexes bearing 2-(5-phenyl-1,3,4-oxadiazol- 2-yl)phenolate (ODZ), were synthesized and characterized for application to organic light-emitting diodes (OLEDs). As main ligands (C^N), the anions of 2-phenylpyridine

Efficient green photoluminescence and electroluminescence of iridium complexes with high electron mobility

Aiming to balance the injection and transport of electrons and holes, nitrogen heterocycle and 1,3,4-oxadiazole derivatives were introduced in iridium(iii) complexes to obtain organic light-emitting diodes (OLEDs) with high performances. Thus, two novel Ir(iii) complexes (Ir(tfmphpm)2(pop) and Ir(tfmppm)2(pop)) with green emissions using 2-(3,5-bis(trifluoromethyl)phenyl)pyrimidine (tfmphpm) and 2-(2,6-bis(trifluoromethyl)pyridin-4-yl)pyrimidine (tfmppm) as cyclometalating ligands, and 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol (pop) as an ancillary ligand were synthesized. Both emitters show high photoluminescence efficiencies up to 94% and good electron mobility. The devices using two emitters with the structure of ITO (indium-tin-oxide)/MoO3 (molybdenum oxide, 5 nm)/TAPC (di-[4-(N,N-ditolyl-amino)-phenyl]cyclohexane, 30 nm)/mCP (1,3-bis(9H-carbazol-9-yl)benzene, 5 nm)/Ir(iii) complexes (6 wt%):PPO21 (3-(diphenylphosphoryl)-9-(4-(diphenylphosphoryl)phenyl)-9H-carbazole, 10 nm)/TmPyPB (1,3,5-tri(m-pyrid-3-yl-phenyl) benzene, 40 nm)/LiF (1 nm)/Al (100 nm) display good electroluminescence performances with a maximum luminance of 48981 cd m2, a maximum current efficiency of 92.79 cd A1 and a maximum external quantum efficiency up to 31.8%, respectively, and the efficiency roll-off ratio is low, suggesting that they have potential application in OLEDs.

Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids

Eight 1,3,4-oxadiazole derivatives containing phenolic acid moieties (7a-h) and eight of their diacylhydrazine precursors (6a-h) were synthesized, characterized using spectroscopic methods and examined by scavenging of stable DPPH (2,2-diphenyl-1-picrylhydrazyl) radicals. The most potent phenolic 1,3,4-oxadiazoles showed better DPPH scavenging activity in comparison with their corresponding diacylhydrazine precursors as a result of participation of both aromatic rings and a 1,3,4-oxadiazole moiety in resonance stabilization of the formed phenoxyl radical. Four diacylhydrazines (6d, 6e, 6g, and 6h) and four 1,3,4-oxadiazoles (7d, 7e, 7g and 7h) with the best DPPH scavenging activity, were chosen for further evaluation of their antioxidant potential through various assays. The investigated compounds exerted pronounced ABTS radical scavenging capacity, moderate to good H2O2 scavenging properties and strong ferric ion reducing capacity. Further in vitro evaluation of the antioxidant properties of the most active compounds demonstrated their protective effects in normal lung fibroblasts MRC-5 against hydrogen peroxide induced oxidative stress. Diacylhydrazine 6h increased two times the activity of glutathione peroxidase in treated cells in comparison with a control sample and did not affect the superoxide dismutase activity.