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| 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE Basic information |
| Product Name: | 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE | | Synonyms: | AURORA KA-3851;4-PHENYL-3H-1,2,4-TRIAZOLINE-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;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+% | | CAS: | 4233-33-4 | | MF: | C8H5N3O2 | | MW: | 175.14 | | EINECS: | 224-191-7 | | Product Categories: | Amino Acids & Derivatives;Aromatics;Heterocycles | | Mol File: | 4233-33-4.mol |
| 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE Chemical Properties |
| Melting point | 165-170 °C (dec.)(lit.) | | Boiling point | 263.8±23.0 °C(Predicted) | | density | 1.47±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Sli | | form | Solid | | pka | -1.71±0.20(Predicted) | | color | Red to Dark Red | | BRN | 141548 | | InChIKey | ISULLEUFOQSBGY-UHFFFAOYSA-N | | CAS DataBase Reference | 4233-33-4(CAS DataBase Reference) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 29339900 |
| 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE Usage And Synthesis |
| Chemical Properties | 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE is Red Solid
| | 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.
| | 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. | | 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.] |
| 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE Preparation Products And Raw materials |
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