Abstract:
2,4-, 2,5-, 2,6- and 3,5-dihydroxyacetophenone (DHA) used as matrices in matrix-assisted ultraviolet laser desorption/ionization mass spectrometry (UV-MALDI-MS) were studied by steady-state and transient absorption spectroscopy, together with DFT calculations at the B3LYP level of theory. All compounds have low fluorescence quantum yields, possibly due to an efficient excited-state intramolecular proton transfer (ESIPT). Laser flash photolysis (LFP) results showed that, only for 2,4-DHA, a phototautomer could be detected at λ = 400 nm. Their photochemical stability in solution at different wavelengths and conditions was analyzed by UV-Vis and 1H nuclear magnetic resonance spectroscopy (1H-NMR), together with thin layer chromatography and ultraviolet laser desorption/ionization mass spectrometry (UV-LDI-MS). Only 3,5-DHA showed decomposition when irradiated, probably because phototautomerization is not possible. Thermal stability studies of these compounds in solid state were also conducted. © 2013 The American Society of Photobiology.
Registro:
Documento: |
Artículo
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Título: | Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices |
Autor: | Tarzi, O.I.; Stéfano, L.D.; Argüello, J.E.; Oksdath-Mansilla, G.; Erra-Balsells, R. |
Filiación: | CIHIDECAR-CONICET, Departamento de Quimica Organica, Universidad de Buenos Aires, Ciudad Universitaria, Buenos Aires, Argentina INFIQC, Departamento de Quimica Organica, Universidad Nacional de Cordoba, Ciudad Universitaria, Cordoba, Argentina
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Palabras clave: | 2,6-dihydroxyacetophenone; acetophenone derivative; chemistry; mass spectrometry; photochemistry; procedures; ultraviolet spectrophotometry; Acetophenones; Photochemistry; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; Spectrophotometry, Ultraviolet |
Año: | 2013
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Volumen: | 89
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Número: | 6
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Página de inicio: | 1368
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Página de fin: | 1374
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DOI: |
http://dx.doi.org/10.1111/php.12130 |
Título revista: | Photochemistry and Photobiology
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Título revista abreviado: | Photochem. Photobiol.
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ISSN: | 00318655
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CODEN: | PHCBA
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CAS: | 2,6-dihydroxyacetophenone; Acetophenones
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00318655_v89_n6_p1368_Tarzi |
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Citas:
---------- APA ----------
Tarzi, O.I., Stéfano, L.D., Argüello, J.E., Oksdath-Mansilla, G. & Erra-Balsells, R.
(2013)
. Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices. Photochemistry and Photobiology, 89(6), 1368-1374.
http://dx.doi.org/10.1111/php.12130---------- CHICAGO ----------
Tarzi, O.I., Stéfano, L.D., Argüello, J.E., Oksdath-Mansilla, G., Erra-Balsells, R.
"Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices"
. Photochemistry and Photobiology 89, no. 6
(2013) : 1368-1374.
http://dx.doi.org/10.1111/php.12130---------- MLA ----------
Tarzi, O.I., Stéfano, L.D., Argüello, J.E., Oksdath-Mansilla, G., Erra-Balsells, R.
"Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices"
. Photochemistry and Photobiology, vol. 89, no. 6, 2013, pp. 1368-1374.
http://dx.doi.org/10.1111/php.12130---------- VANCOUVER ----------
Tarzi, O.I., Stéfano, L.D., Argüello, J.E., Oksdath-Mansilla, G., Erra-Balsells, R. Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices. Photochem. Photobiol. 2013;89(6):1368-1374.
http://dx.doi.org/10.1111/php.12130