13148-63-5

Basic information

• Product Name: 2-benzyl-1,3,4-oxadiazole
• Synonyms: 2-benzyl-1,3,4-oxadiazole;2-(Phenylmethyl)-1,3,4-oxadiazole
• CAS NO: 13148-63-5
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17262
• Mol File: 13148-63-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 286℃
• Flash Point: 129℃
• Appearance: /
• Density: 1.160
• Vapor Pressure: 0.00479mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 2-benzyl-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-1,3,4-oxadiazole(13148-63-5)
• EPA Substance Registry System: 2-benzyl-1,3,4-oxadiazole(13148-63-5)

Safety Data

• Hazardous Substances Data: 13148-63-5(Hazardous Substances Data)

Usage

General Description

2-benzyl-1,3,4-oxadiazole is a chemical compound with a molecular formula C9H7N3O. It is a heterocyclic compound containing a five-membered ring with oxygen and nitrogen atoms. 2-benzyl-1,3,4-oxadiazole is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It exhibits potential biological activities such as antioxidant, anticancer, and anti-inflammatory properties, making it a valuable candidate for drug development. Additionally, its unique structure and reactivity make it useful in the creation of new materials and functional molecules for various industrial applications. Overall, 2-benzyl-1,3,4-oxadiazole is an important chemical with diverse potential uses in both the medical and industrial fields.

InChI:InChI=1/C9H8N2O/c1-2-4-8(5-3-1)6-9-11-10-7-12-9/h1-5,7H,6H2

Upstream product

• 103-82-2 phenylacetic acid 
• 1338916-77-0 1,1'-diphenylthiodiacetic acid dihydrazide 
• 122-51-0 orthoformic acid triethyl ester 
• 101-97-3 Ethyl 2-phenylethanoate 
• 4695-09-4 α-mercaptophenylacetic acid 
• 611-71-2 MANDELIC ACID 
• 16201-52-8 2-mercapto-2-phenylacetic acid methyl ester 
• 90006-97-6 α-mercaptophenylacetic acid hydrazide 
• 4870-65-9 2-bromophenylacetic acid 
• 937-39-3 2-phenylacetylhydrazine 
• 149-73-5 trimethyl orthoformate 
• 101-41-7 benzeneacetic acid methyl ester 

Downstream Products

• 140-29-4 phenylacetonitrile 
• 1398814-78-2 2-benzyl-1,3,4-oxadiazolyldiphenylphosphine 
• 1025984-46-6 {1-[(5-benzyl-[1,3,4]oxadiazol-2-yl)-hydroxy-methyl]-2-methyl-propyl}-carbamic acid tert-butyl ester 
• 1280732-66-2 (5-benzyl-[1,3,4]oxadiazol-2-yl)-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol 

Relevant articles and documents

Reactions of α-mercaptocarboxylic acid hydrazides with triethyl orthoesters: Synthesis of 1,3,4-thiadiazin-5(6H)-ones and 1,3,4-oxadiazoles

Reactions of α-mercapto-β-phenylpropionic and α-mercaptophenylacetic acid hydrazides with triethyl orthoesters were conducted under N2 in glacial acetic acid and resulted in the formation of two groups of products, derivatives of 1,3,4-thiadiazin-5(6H)-ones and 2-(1-mercaptomethyl)-1,3,4-oxadiazoles. When conducting the same transformations on α-mercaptophenylacetic acid hydrazide in the presence of air, two different products from the 1,3,4-oxadiazole family, the appropriate bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides and 2-benzyl-1,3,4- oxadiazoles, were formed with the liberation of free sulfur. The oxygenated bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides were reduced to the corresponding 2-(1-mercaptomethyl)-1,3,4-oxadiazoles with the use of zinc powder under mild conditions.

Greener and rapid access to bio-active heterocycles: one-pot solvent-free synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles

A novel one-pot solvent-free synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles by condensation of acid hydrazide and triethyl orthoalkanates under microwave irradiations is reported. This green protocol was catalyzed efficiently by solid supported NafionNR50 and phosphorus pentasulfide in alumina (P4S10/Al2O3) with excellent yields.