ChemicalBook--->CAS DataBase List--->15988-11-1

15988-11-1

15988-11-1 Structure

15988-11-1 Structure
IdentificationMore
[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 PropertiesBack 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
[pka]

5.43±0.30(Predicted)
[BRN ]

163361
[InChIKey]

GOSUFRDROXZXLN-UHFFFAOYSA-N
[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)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[TSCA ]

Yes
[HS Code ]

29339990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Potassium hydroxide solution-->Diethyl carbonate-->Phenyl isocyanate-->Semicarbazide-->4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Phenyl-1,2,4-triazolidine-3,5-dione(15988-11-1).msds
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&region=US&gclid=EAIaIQobChMI6r7k0eu71gIV1IZoCh0nwgLjEAAYASAAEgI0tvD_BwE
http://nopr.niscair.res.in/handle/123456789/21799
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

4-Phenylurazole(15988-11-1)MS
4-Phenylurazole(15988-11-1)1HNMR
4-Phenylurazole(15988-11-1)13CNMR
4-Phenylurazole(15988-11-1)IR1
4-Phenylurazole(15988-11-1)IR2
4-Phenylurazole(15988-11-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Phenylurazole, 98+%(15988-11-1)
[Alfa Aesar]

4-Phenylurazole, 98+%(15988-11-1)
[Sigma Aldrich]

15988-11-1(sigmaaldrich)
[TCI AMERICA]

4-Phenylurazole,>98.0%(T)(15988-11-1)
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