File:Aldol reaction overview.svg
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Español: Vista general de la reacción aldólica, desde dos modos distintos: enol y enolato. En el modo I se forma un enol, por tautomerización -catalizada por ácido- de la cetona (1) a su forma enólica (2a). El enol (2a) se adiciona al carbono carbonílico de otra molécula de cetona, que se encuentra activada por la protonación del oxígeno carbonílico debida al medio ácido. Esta adición conduce al producto de adición (3a). En el modo II, la molécula de cetona (1) pierde un hidrón, debido a la presencia de una base, formándose el enolato (2b). El carbono nucleofílico de este enolato se adiciona al carbono carbonílico de otra molécula de cetona, produciendo la sal de aldol (3b). Por acción de cualquier ácido, 3b se convierte en el producto de adición aldólica (3a). En cualquiera de los dos modos, el aldol (3a) puede deshidratarse, formándose una cetona α,β-insaturada.
English: Overview of the aldol reaction, from two different pathways: the enol mechanism and the enolate mechanism. In the enol mechanism (I), an enol is formed, by acid-catalyzed tautomerization of the ketone (1), to its enolic form (2). The enol (2a) adds itself to the carbonylic carbon of another molecule of ketone, which is activated by protonation on the carbonylic oxygen due to the acidic medium. This addition leads to the addition product (3a). In the enolate mode (II), the molecule of ketone (1) loses an hydron, due to the attack of a base, leading to the enolate anion (2b). The nucleophyllic carbon of this enolate adds itself to the carbonylic carbon of another molecule of ketone, producing the aldol salt (3b). By the action of any acid, 3b protonates to form the aldol addition product (3a). In any of both mechanisms, the aldol (3a) may undergo dehydration, leading to a ketone α,β-unsaturated. |
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| Source | Own work |
| Author | Omegakent |
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| current | 02:32, 12 March 2010 | | 523 × 223 (37 KB) | Omegakent (talk | contribs) | {{Information |Description={{es|1=Vista general de la reacción aldólica, desde dos modos distintos: enol y enolato. En el modo I se forma un enol, por tautomerización -catalizada por ácido- de la cetona (1) a su forma enólica (2a). El enol (2a) se ad |
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