ChemicalBook CAS DataBase List 2,6-DINITROPHENOL

2,6-DINITROPHENOL synthesis

11synthesis methods

Product Name:2,6-DINITROPHENOL
CAS Number:573-56-8
Molecular formula:C6H4N2O5
Molecular Weight:184.11

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Yield:573-56-8 60%

Reaction Conditions:

with uronium nitrate in water;acetonitrile at 80; for 1 h;Microwave irradiation;regioselective reaction;

Steps:

General procedure: Phenol (10 mmol) and urea nitrate (10 mmol)were mixed together in acetonitrile-water (95:5, 5 ml) in a 25 ml round bottomed flask and placed in a Milestone’s Start SYNTH microwave reactor. The reaction mixture was heated at 80°C for 40-50 min. At the end of the reaction, the reaction mixture was allowed to cool at room temperature,treated with water, and extracted with dichloromethane. After removing the solvent under reduced pressure, the residue was purified by column chromatography on silica gel to give the corresponding nitrophenol. In allcases ortho-nitrophenols were obtained selectively without any evidence forthe formation of the para-substituted nitrophenols. All the compoundsobtained were characterized by 1H NMR, 13C NMR, mp (for solids), GC-MSand in comparison with authentic samples.

References:

Verma, Sanny;Pandita, Sangeeta;Jain, Suman L. [Tetrahedron Letters,2014,vol. 55,# 7,p. 1320 - 1322]

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