| Identification | More | [Name]
4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE | [CAS]
4233-33-4 | [Synonyms]
3,5-DIHYDRO-4-PHENYL-4ETA-1,2,4-TRIAZOLE-3,5-DIONE
3,5-DIHYDRO-4-PHENYL-4H-1,2,4-TRIAZOLE-3,5-DIONE
4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE
4-PHENYL-3,5-DIHYDRO-4ETA-1,2,4-TRIAZOLE-3,5-DIONE
4-PHENYL-3H-1,2,4-TRIAZOLINE-3,5-DIONE
AURORA KA-3851
PTAD
4-Phenyl-1,2,4-triazole-3,5-dione
3H-1,2,4-Triazole-3,5(4H)-dione, 4-phenyl-
3,5-DIHYDRO-4-PHENYL-4H-1,2,4-TRIAZOLE-3,5-DIONE 97+%
4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione, PTAD
4-Phenyl-3,5-dihydro-4H-1,2,4-triazole-3,5-dione
4-Phenyl-4H-1,2,4-triazole-3,5-dione | [EINECS(EC#)]
224-191-7 | [Molecular Formula]
C8H5N3O2 | [MDL Number]
MFCD00003148 | [Molecular Weight]
175.14 | [MOL File]
4233-33-4.mol |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE is Red Solid
| [Uses]
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.
| [Uses]
4-Phenyl-1,2,4-triazoline-3,5-dione may be used as a derivatizing reagent for the determination of trace levels of 25-hydroxyvitamin D and its C-3 epimer in biological samples and cholecalciferol (vitamin D3) in fortified infant formula, milk and milk powder using liquid chromatography–tandem mass spectrometry (LC–MS/MS)technique. | [Uses]
4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE is used in the methods for determining levels of 1,25 dihydroxyvitamin d2 and d3 in biological and food samples and dietary supplements.
| [Synthesis Reference(s)]
Synthetic Communications, 17, p. 409, 1987 DOI: 10.1080/00397918708063918 | [General Description]
4-Phenyl-1,2,4-triazoline-3,5-dione, also known as Cookson reagent, is a strong dienophile, which gives a stable Diels-Alder adduct quantitatively within a short time and under mild conditions. It is commonly used as a protecting group of the diene moiety for the synthesis of vitamin D3 (VD3)-related compounds. | [Purification Methods]
PTAD forms carmine red needles by sublimation (ice cold finger) at 100o/0.1mm, and/or by recrystallisation from EtOH. IR: 1760 and 1780 cm-1 . [Cookson et al. Org Synth 51 121 1971, Moore max et al. J Org Chem 39 3700 1974, Beilstein 26 I 57, 26 III/IV 540.] |
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