4-phenyl-4,5-dihydro-3H-1,2,4-triazole-3,5-dione

• ChemBase ID: 125453
• Molecular Formular: C8H5N3O2
• Molecular Mass: 175.1442
• Monoisotopic Mass: 175.03817642
• SMILES: c1ccc(cc1)N1C(=O)N=NC1=O
• Canonical SMILES: O=C1N=NC(=O)N1c1ccccc1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-phenyl-4,5-dihydro-3H-1,2,4-triazole-3,5-dione
• IUPAC Traditional name: 4-phenyl-1,2,4-triazole-3,5-dione
• Synonyms: PTAD; 4-Phenyl-1,2,4-triazole-3,5-dione; 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione; 4-Phenyl-1,2,4-triazoline-3,5-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; NSC 150362; 4-Phenyl-1,2,3-triazoline-3,5-dione; 4-苯基-3H-1,2,4-三唑-3,5(4H)-二酮; 4-苯基-1,2,4-三唑啉-3,5-二酮

Database IDs

• CAS Number: 4233-33-4
• EC Number: 224-191-7
• MDL Number: MFCD00003148
• Beilstein Number: 141548
• PubChem SID: 24887423; 162219803; 24856961
• PubChem CID: 77913
• Chemspider ID: 70304
• Wikipedia Title: 4-Phenyl-1,2,4-triazole-3,5-dione

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.0545413
• LogD (pH = 7.4): 1.0545413
• Log P: 1.0545413
• Molar Refractivity: 42.8595 cm^3
• Polarizability: 16.310202 Å^3
• Polar Surface Area: 62.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: red solid; Red Solid
• Melting Point: >300°C (dec.); 165°C; 165-170 °C (dec.)(lit.)

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (N); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C8H5N3O2

DETAILS

Sigma Aldrich - 280992

Application
An efficient and selective reagent for the oxidation of thiols to disulfides.1 Synthesis of urazoles via [3+2] cycloaddition with allylsilanes.2
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 79225

Application
The most reactive dienophile known

Toronto Research Chemicals - P337380

Azodicarbonyl reagent used in the methods for determining levels of 1,25 dihydroxyvitamin d2 and d3 in biological and food samples and dietary supplements.

REFERENCES

• Aranov, P. K. et al.: Anal. Bioanal. Chem., 391, 1917 ( 2008),