Please use this identifier to cite or link to this item: http://hdl.handle.net/10662/19834
Title: A safe and green benzylic radical bromination experiment
Authors: Fernández Marcos, Carlos María
Gómez Neo, Ana María
Díaz Álvarez, Jesús
Martínez Caballero, Sonia
Keywords: Química Orgánica, Química Verde, Aprendizaje Práctico;Organic Chemistry, Green Chemistry, Hands-On Learning
Issue Date: 2020
Publisher: ACS (American Chemical Society)
Abstract: Radical chemistry is an essential part of the organic chemistry curriculum. Free radical halogenation experiments provide an excellent opportunity to introduce important topics related to the outcome and mechanism of organic reactions. In this communication, a green photochemically activated benzylic bromination of p-toluic acid is described. In contrast with previous versions of this reaction, visible light provides the energy necessary to homolytically cleave the Br—Br bond and initiate the radical cascade. Thus, photochemical activation allows a safer, faster, and cheaper alternative to chemical free radical initiators. Furthermore, the reaction is conveniently performed in environmentally friendly acetonitrile, as a replacement for toxic and ozone-depleting chlorinated solvents, such as the usual carbon tetrachloride.
URI: http://hdl.handle.net/10662/19834
ISSN: 0021-9584
DOI: 10.1021/acs.jchemed.9b00020
Appears in Collections:DQOIN - Artículos

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