21978-65-4

Usage

Physical state

White to yellow solid

Solubility

Insoluble in water, soluble in most organic solvents

Chemical structure

Contains an oxadiazolidinone ring with three phenyl groups attached

Applications

a. Phosphorimeter coating material
b. Sensitizer for long-wave ultraviolet radiation
c. Photosensitizer for singlet oxygen production in photodynamic therapy
d. Potential stabilizer for oxidizing agents
e. Material for organic light-emitting diodes (OLEDs)

Industrial and research significance

Valuable and versatile chemical due to its unique structure and properties
These properties and applications highlight the versatility and importance of TPPO in various fields, including materials science, pharmaceuticals, and industrial applications.

Upstream product

• 103-71-9 phenyl isocyanate 
• 201024-81-9 C,N-diphenylnitrone 
• 1197040-29-1 phenyl isocyanate 
• 1137-96-8 N-(benzylidene)aniline N-oxide 

Downstream Products

• 2556-46-9 N,N'-diphenylbenzamidine 

Relevant academic research and scientific papers

Silver-Assisted [3 + 2] Annulation of Nitrones with Isocyanides: Synthesis of 2,3,4-Trisubstituted 1,2,4-Oxadiazolidin-5-ones

A silver-assisted method for [3 + 2] annulation of nitrones with isocyanides has been developed. The developed protocol allows access to a variety of 2,3,4-trisubstituted 1,2,4-oxadiazolidin-5-one derivatives as single diastereomers in good to excellent yields using silver oxide as the catalyst and molecular oxygen as the terminal oxidant. A plausible mechanism involving a nucleophilic addition/cyclization/protodeargentation/oxidation pathway is proposed on the basis of experimental results.

Cycloadducts of Nitrones with Isocyanates; 1,2,4- or 1,3,4-Oxadiazolidinones ?

The adducts formed between various aryl-substituted nitrones and aryl isocyanates have been shown, using 15N n.m.r. spectroscopy and X-ray crystallography, to be substituted 1,2,4-oxadiazolidinones and not the previously reported 1,3,4-oxadiazolidinones.

Ketene. Part 21. Reactions of Heterocumulenes with Nitrones

Degradative and mass spectrometric evidence confirms the formation of the isoxazolidinones (2) from the reaction of cyano-t-butylketene with the N-alkyl nitrones (1), whilst the reaction with the N-phenyl nitrone (1d) gives the expected oxazolidinone (3b).Cyano-t-butylketene reacts with diphenyl nitrone to give the indolones (10a) and (10b).The reaction of phenyl isocyanate with diphenyl nitrone, and the N-alkyl nitrones (1a) and (1d) gives the normal 1,3-dipolar cycloadducts without rearrangement.Ethoxycarbonyl-t-butylketene reacts with the N-phenyl nitrone (1d) to give an oxazolidinone , but reaction with the N-alkyl nitrones (1) gives only fluorenone azine.This ketene reacts with diphenyl nitrone to give the anil (15) and the dihydroindole (16).