280992

4-Phenyl-1,2,4-triazoline-3,5-dione

97%

• Synonyme(s) : 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione, PTAD
• Formule empirique (notation de Hill) : C₈H₅N₃O₂
• Numéro CAS: 4233-33-4
• Poids moléculaire : 175.14
• UNSPSC Code: 12352005
• NACRES: NA.22
• PubChem Substance ID: 24856961
• EC Number: 224-191-7
• Beilstein/REAXYS Number: 141548
• MDL number: MFCD00003148
• Assay: 97%
• Form: solid

Propriétés

• Quality Segment: 100
• assay: 97%
• form: solid
• mp: 165-170 °C (dec.) (lit.)
• storage temp.: 2-8°C
• SMILES string: O=C1N=NC(=O)N1c2ccccc2
• InChI: 1S/C8H5N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H
• InChI key: ISULLEUFOQSBGY-UHFFFAOYSA-N

Description

Application

4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) can be used as an efficient and selective reagent for the oxidation of thiols to disulfides.
It can also be used:       

• As a dehydrogenating agent to synthesize annulated dihydropyridazines by inverse [4+2] cycloaddition reaction between cyclic alkenes and 1,2,4,5-tetrazines.       
• As a dienophile to synthesize cycloaddition products by fast hetero-Diels−Alder reactions.       
• As an efficient oxidizing agent for the synthesis of pyridine derivatives from 1,4-dihydropyridines.
• In the synthesis of urazoles via [3+2] cycloaddition with allylsilanes.

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• Que se passe-t-il ?: WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• EPI (équipement de protection individuelle): Eyeshields, Gloves, type N95 (US)