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

• CAT Number: R051461
• CAS Number: 4233-33-4
• Molecular Formula: C8H5N3O2
• Molecular Weight: 175.15
• Purity: ≥95%
• Synonyms: 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione; 4-Phenyl-Δ1-1,2,4-triazoline-3,5-dione; 4-Phenyl-3,5-Dioxotriazole; 4-Phenyldehydrourazole; Azodicarboxylic Acid N-Phenylimide; N-Phenylazodicarboximide; N-Phenylazodicarboxylic Imide; N-Phenyltriazolinedione
• Storage: Desiccate at +4C
• IUPAC Name: 4-phenyl-1,2,4-triazole-3,5-dione
• InChI: InChI=1S/C8H5N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H
• InChIKey: ISULLEUFOQSBGY-UHFFFAOYSA-N
• SMILES: C1=CC=C(C=C1)N2C(=O)N=NC2=O

4-Phenyl-1,2,3-triazoline-3,5-dione (CAT: R051461) is a highly reactive and electron-deficient heterocyclic compound widely used in Diels–Alder chemistry, ene reactions, and selective oxidation processes. With its characteristic red color and aromatic phenyl substituent, PTAD is a powerful dienophile and electrophile, enabling rapid and efficient cycloaddition with a variety of unsaturated systems. It is frequently employed in organic synthesis for functionalizing alkenes, conjugated systems, and aromatic rings. PTAD also serves as a reagent in polymer modification and as a probe in biochemical labeling. Its exceptional reactivity and versatility make it valuable in both academic research and advanced material development.