4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE Struktur

4-Phenyl-3H-1,2,4-triazol-3,5(4H)-dion

Bezeichnung:4-Phenyl-3H-1,2,4-triazol-3,5(4H)-dion

CAS-Nr4233-33-4

Englisch Name:4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE

CBNumberCB3769656

SummenformelC8H5N3O2

Molgewicht175.14

MOL-Datei4233-33-4.mol

Synonyma

4-Phenyl-3H-1,2,4-triazol-3,5(4H)-dion

4-Phenyl-3H-1,2,4-triazol-3,5(4H)-dion physikalisch-chemischer Eigenschaften

Schmelzpunkt	165-170 °C (dec.)(lit.)
Siedepunkt	263.8±23.0 °C(Predicted)
Dichte	1.47±0.1 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	-1.71±0.20(Predicted)
Farbe	Red to Dark Red
BRN	141548
InChIKey	ISULLEUFOQSBGY-UHFFFAOYSA-N
CAS Datenbank	4233-33-4(CAS DataBase Reference)

Sicherheit

S-Sätze:	22-24/25
WGK Germany	3
HS Code	29339900

Gefahreninformationscode (GHS)

4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE is Red Solid
Verwenden
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.
Verwenden
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.
Verwenden
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
Allgemeine Beschreibung
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.
läuterung methode
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 Upstream-Materialien And Downstream Produkte

4-Phenyl-3H-1,2,4-triazol-3,5(4H)-dion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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