17075-03-5Relevant articles and documents
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Bavin
, p. 1614 (1959)
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Deacetylative Amination of Acetyl Arenes and Alkanes with C-C Bond Cleavage
Hyodo, Kengo,Hasegawa, Genna,Maki, Hiroya,Uchida, Kingo
supporting information, p. 2818 - 2822 (2019/04/25)
The Br?nsted acid-catalyzed synthesis of primary amines from acetyl arenes and alkanes with C-C bond cleavage is described. Although the conversion from an acetyl group to amine has traditionally required multiple steps, the method described herein, which uses an oxime reagent as an amino group source, achieves the transformation directly via domino transoximation/Beckmann rearrangement/Pinner reaction. The method was also applied to the synthesis of γ-aminobutyric acids, such as baclophen and rolipram.
Phototransformations of environmental contaminants in models of the aerosol: 2 and 4-Nitropyrene
García-Berríos, Zulma I.,Arce, Rafael,Burgos-Martínez, Melanie,Burgos-Polanco, Natalia D.
, p. 131 - 140 (2016/09/07)
A comparative photochemical study of 2- and 4-nitropyrene (2- and 4-NO2Py) in different organic solvents was performed in order to provide information on the fate of these contaminants in models of the atmospheric aerosols. The isomers presented small photodegradation yields, 10?4–10?5 for 4-NO2Py and 10?5–10?6 for 2-NO2Py, demonstrating the low reactivity of the excited states and intermediate species that participate in their photodegradation. Photoproducts such as 4,5-pyrenedione, 4-hydroxypyrene, aminopyrene and pyrene were identified during the irradiation of 4-NO2Py. Substantial differences were observed in the photodegradation yields, and type and relative yields of the photoproducts of the 2-NO2Py and 4-NO2Py when compared to those of 1-NO2Py. These differences were related with the orientation of the nitro group and with differences in intersystem crossing rates which affect the yields of the pyrenoxy radical (PyO) and of the (π,π*) triplet state, principal precursors in their photodegradation. The smallest photodegradation yield was for 2-NO2Py due to the lack of interaction between the nitro group and the aromatic moiety thus resulting in a low yield of formation of the PyO radical. In the presence of O2, the photodegradation quantum yields of 4-NO2Py were reduced in all solvents due the quenching of the (π,π*) triplet state, and 4-aminopyrene was not observed thus demonstrating that its formation occurs from this state. These results suggest that in atmospheric aerosols containing an organic liquid-like layer, the nitropyrene isomers will show low photoreactivity resulting in an increase in their residence time in the atmosphere. An increase in reactivity is expected when the excited nitropyrenes are nearby substances with hydrogen donor capacities such as phenols. The photoproducts formed in the transformation could increase the toxicity of the particulate matter in the atmosphere.