4-Phenyl-1,2,4-Triazolidine-3,5-Dione 4-苯基-1,2,4-三唑烷-3,5-二酮

CAS 15988-11-1 MFCD00005226

化学结构图

15988-11-1
SMILES: O=C1N=NC(=O)N1C1C=CC=CC=1

化学属性

Mol. FormulaC8H7N3O2
Mol. Weight177.16
Melting Point207.0 to 211.0 deg-C
TSCAYes

别名和识别编码

Chemical Name4-Phenyl-1,2,4-Triazolidine-3,5-Dione
MDL NumberMFCD00005226
Synonym 4-PHENYL-(1,2,4)TRIAZOLIDINE-3,5-DIONE 4-苯基脲唑 4-苯基-1,2,4-三唑烷-3,5-二酮 4-Phenyl-1,2,4-triazolidine-3,5-dione
EC Number240-127-0
CAS Number15988-11-1
Beilstein Registry Number26(3/4)540
PubChem Substance ID87575262
Chemical Name Translation4-苯基-1,2,4-三唑烷-3,5-二酮
Reaxys-RN163361
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分类

  • {SNA} Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Triazoles

相关文献及参考

  • Review of use of azodicarbonyl compounds in synthesis: Adv. Het. Chem., 30, 1 (1982).
  • 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.
  • 1,2,4-Triazolinediones form charge-transfer complexes with electron-rich aromatics, such as di- or trimethoxybenzenes: J. Org. Chem., 48, 1708 (1983).
  • ß-Diketones form adducts without an added catalyst. These yield 1,2,3-triketones on cleavage.
  • 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):

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;

系列性分类


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