Substance
ID:734107
Names and Identifiers
IUPAC name
4-phenyl-1,2,4-triazolidine-3,5-dione
IUPAC Traditional name
4-phenyl-1,2,4-triazolidine-3,5-dione
Synonyms
4-Phenylurazole4-Phenyl-1,2,4-triazolidine-3,5-dione4-苯基脲唑
Registration numbers
MDL Number
CAS Number
EC Number
Beilstein Number
Properties
Physical Property
Melting Point
206-210°C
Product Information
Purity
98+%
Safety Information
TSCA Listed
是
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• ?-Diketones form adducts without an added catalyst. These yield 1,2,3-triketones on cleavage.
• 1,2,4-Triazolinediones form charge-transfer complexes with electron-rich aromatics, such as di- or trimethoxybenzenes: J. Org. Chem., 48, 1708 (1983).
• The adducts can be cleaved to the hydrazo-compounds by hydrazine hydrate. Cu(II) oxidation provides a route to azoalkanes: Synthesis, 543 (1981).
• Oxidation gives the aza-dienophile 4-phenyl-1,2,4-triazolinedione which is more reactive in cycloaddition reactions than tetracyanoethylene: J. Chem. Soc. (C), 1905 (1967); Angew. Chem. Int. Ed., 11, 715 (1972); Org. Prep. Proced. Int., 7, 251 (1975). Suitable oxidants include t-butyl hypochlorite: Org. Synth. Coll., 6, 936 (1988), or lead(IV) acetate: J. Org. Chem., 32, 330 (1967). For a further example, see Propargyltriphenylphosphonium bromide, A12753.
• Reacts with enolizable ketones in the presence of TFA to give ɑ-urazyl ketones: J. Org. Chem., 55, 193 (1990), which may be oxidized to ɑ-diketones with t-butyl hypochlorite: J. Org. Chem., 55, 197 (1990):
• Review of use of azodicarbonyl compounds in synthesis: Adv. Het. Chem., 30, 1 (1982).