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Analytical Studies on Isoxazoles. V. Colorimetric Determination of Isouron and Its Isomer with p-Dimethylaminocinnamaldehyde
Isouron (1) and its isomer, 1-(3-tert-butylisoxazol-5-yl)-3,3-dimethylurea (2), were determined by a colorimetric method with p-dimethylaminocinnamaldehyde (DACA) as the reagent.Compounds 1 and 2 were hydrolyzed to give 3-amino-5-tert-butylisoxazole (3) and 5-amino-3-tert-butylisoxazole (4), respectively, which were transformed into colored substances by reaction with DACA.The former colored product was a Schiff base but the latter product had a different absorption maximum from the corresponding Schiff base.The latter color reaction resulted in a batochromic shift as compared with Schiff base formation at the 5-position.Traces of 2 (more than 0.05 percent) in 1 could be estimated precisely together with the quantitation of 1 by making use of this batochromic effect.Keywords – isouron; 1-(3-tert-butylisoxazol-5-yl)-3,3-dimethylurea; herbicide; colorimetric assay method; p-dimethylaminocinnamaldehyde; hydrolysis of isouron; 3-amino-5-tert-butylisoxazole; 5-amino-3-tert-butylisoxazole; Schiff base.
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Reference£º
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem