725-12-2

Basic information

• Product Name: 2,5-DIPHENYL-1,3,4-OXADIAZOLE
• Synonyms: PPD;1,3,4-Oxadiazole, 2,5-diphenyl-;2,5-Diphenyloxadiazole;4-oxadiazole,2-5-diphenyl-3;PPD (Scintillator);2,5-BISPHENYL-1,3,4-OXADIAZOLE;2,5-DIPHENYL-1,3,4-OXADIAZOLE;2,5-Diphenyl-1,3,4-oxadiazol
• CAS NO: 725-12-2
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.24
• EINECS: 211-968-0
• Product Categories: Scintillators;Electroluminescence;Functional Materials
• Mol File: 725-12-2.mol
• Article Data: 143

Chemical Properties

• Melting Point: 138-140 °C(lit.)
• Boiling Point: 231 °C13 mm Hg(lit.)
• Flash Point: 231°C/13mm
• Appearance: White/Powder
• Density: 1.1400 (rough estimate)
• Vapor Pressure: 7.41E-06mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: chloroform: 0.1 g/mL, clear
• PKA: -5.04±0.32(Predicted)
• BRN: 170385
• CAS DataBase Reference: 2,5-DIPHENYL-1,3,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIPHENYL-1,3,4-OXADIAZOLE(725-12-2)
• EPA Substance Registry System: 2,5-DIPHENYL-1,3,4-OXADIAZOLE(725-12-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 22-24/25-36/37-26
• WGK Germany: 3
• RTECS: RO0802500
• Hazardous Substances Data: 725-12-2(Hazardous Substances Data)

Usage

Chemical Properties

white powder

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 14, p. 1089, 1977 DOI: 10.1002/jhet.5570140631The Journal of Organic Chemistry, 27, p. 1465, 1962 DOI: 10.1021/jo01051a523

Purification Methods

Its solubility in CHCl3 is 10%. Crystallise it from EtOH and sublime it in vacuo.[Beilstein 27 III/IV 2712.]

InChI:InChI=1/C14H10N2O/c1-3-7-11(8-4-1)13-15-16-14(17-13)12-9-5-2-6-10-12/h1-10H

Upstream product

• 19617-76-6 tribenzoylhydrazine 
• 64-67-5 diethyl sulfate 
• 787-84-8 N'-benzoylbenzohydrazide 
• 59105-36-1 3-benzoyl-5-phenyl-3H-[1,2,3,4]oxathiadiazole 2-oxide 
• 1145-01-3 3,5-Diphenylpyrazole 
• 98-07-7 Benzotrichlorid 
• 10026-13-8 phosphorus pentachloride 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 93-97-0 benzoic acid anhydride 
• 98-88-4 benzoyl chloride 
• 19542-04-2 2-[5-(2-aminophenyl)-(1,3,4-oxadiazol-2-yl)]-benzenamine 
• 2588-85-4 2,5-bis(3-aminophenyl)[1,3,4]-oxadiazole 
• 18039-42-4 5-phenyl-2H-1,2,3,4-tetrazole 
• 959-31-9 1,2-dibenzoyldiazene 

Downstream Products

• 787-84-8 N'-benzoylbenzohydrazide 
• 75029-44-6 1,3-dimethyl-5-benzoylpyrimidine-2,4(1H,3H)-dione 
• 75029-37-7 5-Benzoyl-1,3-dimethyluracilbenzoylhydrazon 
• 65-85-0 benzoic acid 
• 35221-08-0 1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion 
• 75029-42-4 5-Benzoyl-6-chlor-1,3-dimethyluracilbenzoylhydrazon 
• 7664-41-7 ammonia 
• 1084905-88-3 [Re2(μ-hydrido)2(CO)6(μ-2,5-diphenyl-1,3,4-oxadiazole)] 
• 1084905-90-7 [Re₂(μ-Cl)₂(CO)₆(μ-2,5-diphenyl-1,3,4-oxadiazole-κN₃:κN₄)] 
• 65628-44-6 4a-methyl-2,9c-diphenyl-(4ar,9bc,9cξ)-9b,9c-dihydro-4aH-benzo[4',5']thieno[3',2':3,4]azeto[2,1-b][1,3,4]oxadiazole 
• 24979-47-3 4,4-dimethyl-5-phenyl-2,4-dihydro-3H-pyrazol-3-one 
• 4073-72-7 3,4,5-triphenyl-1,2,4-triazole 

Relevant articles and documents

Characterization of a new non-centrosymmetric polymorph of diphenyl-1,3,4-oxadiazole

Diphenyl-1,3,4-oxadiazole (DPO) crystallization experiments from solutions clearly reveal the polymorphism of the substance. Besides the formerly known centrosymmetric monoclinic structure with space group P21/c (DPO I) a new monoclinic structure with the non-centrosymmetric space group Cc is found (DPO II): a = 2.4134(4) nm, b = 2.4099(3) nm, c = 1.2879(2) nm, β = 110.048(3)° and V = 7.0363(17) nm3. The asymmetric unit contains six independent molecules in a complex packing motif. A re-determination of the crystal structure of DPO I at room temperature gives lattice parameters a = 0.51885(6) nm, b = 1.8078(2) nm, β = 1.21435(14) nm, β = 93.193(3)°, and V = 1.1373(2) nm3. X-ray measurements at 363 K show a significant increase of the unit cell volume by 1.6%. Differences between both structures concerning morphology and characteristic Raman bands are outlined in detail. DSC investigations show an irreversible transition from DPO I to DPO II at 97°C. DPO II does not show any transition in the temperature range up to the melting point at 141°C. The non-centrosymmetric DPO II structure shows triboluminescence.

The preparation, characterization and catalytic activity of Ni NPs supported on porous alginate-g-poly(p-styrene sulfonamide-co-acrylamide)

Herein, we report the synthesis of nickel nanoparticles under mild conditions using porous alginate-g-poly(p-styrene sulfonamide-co-acrylamide) as a protecting/stabilizing agent and sodium borohydride as a reducing agent. The porous cross-linked polymeric support was preparedviacombining the use of sol-gel, nanocasting, and crosslinking techniques, in which thep-styrene sulfonamide monomer (PSSA) andN,N′-methylene-bis (acrylamide) (MBA) cross-linker underwent copolymerization on the surface of sodium alginate in the presence of a SiO2nanoparticle (NP) template (Alg-PSSA-co-ACA). The prepared catalyst (Alg-PSSA-co-ACA@Ni) showed high catalytic activity for the one-step synthesis of 1,3,4-oxadiazoles from the reaction of hydrazides and aryl iodides through isocyanide insertion/cyclization.

Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes

[Figure not available: see fulltext.] A simple and convenient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed. Structurally divergent symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles can be obtained in moderate to high yields via NaOCl-mediated oxidative cyclization of N-acylhydrazones, generated in situ from aliphatic and aromatic hydrazides and aldehydes.