| Identification | More | [Name]
4-Phenylurazole | [CAS]
15988-11-1 | [Synonyms]
4-PHENYL-1,2,4-TRIAZOLANE-3,5-DIONE
4-PHENYL-1,2,4-TRIAZOLIDINE-3,5-DIONE
4-PHENYLTETRAHYDRO-1,2,4-TRIAZOLE-3,5-DIONE
4-PHENYLURAZOLE
AURORA KA-3647
1,2,4-Triazolidine-3,5-dione, 4-phenyl-
1,2,4-Triazolidine-3,5-dione,4-phenyl-
2,4-Triazolidine-3,5-dione,4-phenyl-1
4-Phenylurazol
4-triazolidine-3,5-dione,4-phenyl-2
Bicarbamimide, N-phenyl-
Urazole, 4-phenyl-
4-PHENYLURAZOLE 99.0%
4-Phenylurazole, 98+%
4-Phenyl-1,2,4-triazdidine-3,5-dione
4-Phenylurazole, HPLC 98%
1,2-Dihydro-4-phenyl-4H-1,2,4-triazole-3,5-dione
4-Phenyl-1,2,4-triazole-3,5-diol
4-Phenyl-4H-1,2,4-triazole-3,5-diol
4-Phenyltetrahydro-1H-1,2,4-triazole-3,5-dione | [EINECS(EC#)]
240-127-0 | [Molecular Formula]
C8H7N3O2 | [MDL Number]
MFCD00005226 | [Molecular Weight]
177.16 | [MOL File]
15988-11-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige cryst. powder or granules | [Melting point ]
207-209 °C (lit.) | [Boiling point ]
309.07°C (rough estimate) | [density ]
1.3393 (rough estimate) | [refractive index ]
1.6500 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [pka]
5.43±0.30(Predicted) | [color ]
White to Almost white | [BRN ]
163361 | [InChI]
InChI=1S/C8H7N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H,(H,9,12)(H,10,13) | [InChIKey]
GOSUFRDROXZXLN-UHFFFAOYSA-N | [SMILES]
N1C(=O)N(C2=CC=CC=C2)C(=O)N1 | [CAS DataBase Reference]
15988-11-1(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Phenylurazole(15988-11-1) | [EPA Substance Registry System]
15988-11-1(EPA Substance) |
| Questions and Answers (Q&A) | Back Directory | [Description]
4-phenylurazole is a kind of laboratory chemicals used for the manufacturing of some substances. It can be used as the precursor to the Diels-Alder trapping agent, 4-phenyl-1, 2, 4-triazoline-3, 5-Dione. Its derivative, azo dyes, has wide applications in dyes industry. In the presence of phosgene, terephthaloyl chloride and epichlorohydrin, it can be polymerized to yield insoluble polymer.
| [References]
http://www.sigmaaldrich.com/catalog/product/aldrich/188956?lang=en®ion=US&gclid=EAIaIQobChMI6r7k0eu71gIV1IZoCh0nwgLjEAAYASAAEgI0tvD_BwE
http://nopr.niscair.res.in/handle/123456789/21799
|
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige cryst. powder or granules | [Uses]
Precursor to the Diels-Alder trapping agent, 4-phenyl-1,2,4-triazoline-3,5-dione.1,2,3 | [General Description]
4-Phenylurazole undergoes oxidation in the presence of NO2-N2O4 to yield 4-phenyl-1,2,4-trizoline-3,5-dione. It undergoes acetylation reaction with excess acetyl chloride in N,N-dimethylacetamide solution. It polymerizes in the presence of phosgene, terephthaloyl chloride and epichlorohydrin to yield insoluble polymer. It is precursor to the Diels-Alder trapping agent, 4-phenyl-1,2,4-triazoline-3,5-dione. This urazole was recently demonstrated in the traceless, chemoselective labeling of peptides and proteins through electrochemical tyrosine-click (e-Y-CLICK) chemistry. | [Purification Methods]
Crystallise 4-phenylurazole from water or 95% EtOH. Dissolve 35g in 80mL of boiling 95% EtOH and on cooling 90-95% is recovered with m 209-210o. It has IR with 1685 and 3120cm-1. [Cookson et al. Org max Synth 51 121 1971, Beilstein 26 I 64, 26 III/IV 540.] |
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