2491-90-9

Basic information

• Product Name: 2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole
• Synonyms: 2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole
• CAS NO: 2491-90-9
• Molecular Formula: C₁₄H₈Cl₂N₂O
• Molecular Weight: 291.13212
• EINECS: 219-658-7
• Mol File: 2491-90-9.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 425.9°Cat760mmHg
• Flash Point: 211.4°C
• Appearance: /
• Density: 1.365g/cm³
• Vapor Pressure: 4.58E-07mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole(2491-90-9)
• EPA Substance Registry System: 2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole(2491-90-9)

Safety Data

• Hazardous Substances Data: 2491-90-9(Hazardous Substances Data)

Usage

Physical State

Colorless crystalline solid

Applications

OLEDs: Used as a blue light emitter in organic light-emitting diodes.
Electronics Industry: Known for its excellent electron-transporting and hole-blocking properties, aiding efficient and stable blue emission in OLED devices.
Defense Industry: Utilized as a high-energy material in the production of explosives and propellants.

Properties

Electron-Transporting: Demonstrates excellent electron-transporting capabilities.
Hole-Blocking: Blocks holes effectively, contributing to stable device performance.
Stability: Exhibits stability, making it suitable for various applications.
High Nitrogen Content: Enhances its suitability for use in explosives and propellants.

Versatility

BCPO serves multiple industries, including electronics and defense, highlighting its broad applicability.

InChI:InChI=1/C14H8Cl2N2O/c15-11-5-1-9(2-6-11)13-17-18-14(19-13)10-3-7-12(16)8-4-10/h1-8H

Upstream product

• 895-84-1 N,N'-bis(p-chlorobenzoyl)hydrazine 
• 23289-03-4 N'-(4-chlorobenzylidene)-4-chlorobenzohydrazide 
• 122-01-0 4-chloro-benzoyl chloride 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 59635-54-0 N'-benzenesulfonyl-4-chloro-benzohydrazonoyl chloride 
• 74-11-3 para-chlorobenzoic acid 
• 5216-25-1 4-chlorotrichloromethylbenzene 
• 202273-29-8 C₁₅H₁₂Cl₂N₄O₃ 
• 450408-66-9 4,5-dichloro-2-(4-chloro-benzoyl)-2H-pyridazin-3-one 
• 104-88-1 4-chlorobenzaldehyde 
• 23289-10-3 2-(4-chlorophenyl)-1,3,4-oxadiazole 
• 637-87-6 1-Chloro-4-iodobenzene 
• 23875-76-5 N'-tert-butyl-N-(4-chlorobenzoyl)hydrazine 
• 1126-46-1 Methyl 4-chlorobenzoate 

Downstream Products

• 787-84-8 N'-benzoylbenzohydrazide 
• 75029-44-6 1,3-dimethyl-5-benzoylpyrimidine-2,4(1H,3H)-dione 
• 75029-40-2 5-(4-Chlorbenzoyl)-1,3-dimethyluracil-(4-chlorbenzoyl)hydrazon 
• 65-85-0 benzoic acid 

Relevant articles and documents

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.).

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.

Electrochemical oxidation of aldehyde-N-arylhydrazones into symmetrical-2,5-disubstituted-1,3,4-oxadiazoles

A convenient, efficient and one-pot synthesis of chemically and pharmaceutically interesting symmetrical-2,5-disubstituted-1,3,4-oxadiazoles is reported. The protocol involves anodic oxidation of aldehyde-N-arylhydrazones in anhyd. MeCN-LiClO4. Constant potential electrolysis carried out in an undivided cell and platinum electrodes leads to the formation of the corresponding oxadiazoles under ambient condition and the mechanism was deduced from voltammetry studies. The reaction proceeded smoothly with high atom economy. Springer Science+Business Media Dordrecht 2013.