123532-22-9Relevant articles and documents
New ultraviolet stabilizers: 3- and 5-(2′-hydroxyphenyl)pyrazoles
Catalán, Javier,Fabero, Fernando,Claramunt, Rosa M.,Dolores Santa Maria,De la Concepción Foces-Foces,Cano, Felix Hernández,Martínez-Ripoll, Martín,Elguero, José,Sastre, Roberto
, p. 5039 - 5048 (2007/10/02)
A new class of ultraviolet stabilizers, the C-(2?-hydroxyphenyl)pyrazoles, is described. The combined use of X-ray crystallography [3(5)-(2′-hydroxyphenyl)pyrazole (5), l-methyl-3-(2′-hydroxyphenyl)pyrazole (7), and 1-methyl-5-(2?-hydroxyphenyl)pyrazole (8)], NMR (1 and 13C), and UV spectroscopies allows the determination of the major tautomers, the coplanarity of both rings if present, and the existence of hydrogen bonds. Compounds 5 and 7, in which there is an intramolecular hydrogen bond (IMHB), do not fluoresce in cyclohexane. Solvent and temperature experiments prove that for these compounds in cyclohexane proton transfer took place in the excited singlet state but not in the triplet state (phosphorescence) and that the latter one is of higher energy than the former. The fact that the absorptions of planar 1-methyl-3-(2′-methoxyphenyl)pyrazole (9) and nonplanar 1-methyl-5-(2′-methoxyphenyl)pyrazole (10) are quite different whereas their emissions are very similar suggests that 10 might behave as a laser dye in the UV region (from an excited planar form to a ground state nonplanar form). Finally, the photostability of (2'-hydroxyphenyl)- and (2′-methoxyphenyl)pyrazoles was determined, compound 7 being even more stable than Tinuvin P.
INVESTIGATIONS IN THE CHROMONE SERIES. PART XVI. REACTIONS OF CHROMONE DERIVATIVES AND 4-THIOCHROMONE WITH METHYLHYDRAZINE
Nawrot-Modranka, Jolanta,Kostka, Krzysztof
, p. 103 - 111 (2007/10/02)
The transformations of 2-methyl-, 2-ethyl- and 2-phenylchromone and 4-thiochromone, 2-methyl- and 8-methyl-4-thiochromone with methylhydrazine were studied.Two series of pyrazoles, A and B, were obtained.The transformations of methyl- and phenylhydrazine with enamino ketones (chromone transformation products) confirmed the course of transformations of chromone derivatives with methylhydrazine.
STUDIES OF CHROMONE DERIVATIVES. PART XV. REACTIONS OF CHROMONE AND ITS DERIVATIVES WITH METHYLHYDRAZINE
Nawrot-Modranka, Jolanta,Kostka, Krzysztof
, p. 417 - 426 (2007/10/02)
The transformations of chromone, 6-methyl-, 6-nitro-, and 8-methylchromone with methylhydrazine have been studied.Two series of pyrazoles (A and B) were obtained and transformation intermediates have been isolated.The structure of these compounds has been established and the reaction course of chromone and its derivatives with methylhydrazine is proposed.