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Concerted reaction

Chemical reaction in which all bond reformation occurs in one step

In chemistry, a concerted reaction is a chemical reaction in which all bond breaking and bond making occurs in a single step. Reactive intermediates or other unstable high energy intermediates are not involved. Concerted reaction rates tend not to depend on solvent polarity ruling out large buildup of charge in the transition state. The reaction is said to progress through a concerted mechanism as all bonds are formed and broken in concert. Pericyclic reactions, the SN2 reaction, and some rearrangements - such as the Claisen rearrangement - are concerted reactions.

The rate of the SN2 reaction is second order overall due to the reaction being bimolecular (i.e. there are two molecular species involved in the rate-determining step). The reaction does not have any intermediate steps, only a transition state. This means that all the bond making and bond breaking takes place in a single step. In order for the reaction to occur both molecules must be situated correctly.

SN2 reaction of a bromide ion with chloroethane showing the concerted nature of the reaction, the transition state and the predictable stereochemistry through Walden inversion.
SN2 reaction of a bromide ion with chloroethane showing the concerted nature of the reaction, the transition state and the predictable stereochemistry through Walden inversion.
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This article is adapted from the Wikipedia article Concerted reaction, written by its contributors and licensed under CC BY-SA 4.0. Fathomly has changed the layout, removed citation markers, navigation and maintenance notices, and adjusted punctuation. This adapted version is shared under the same license. For references, see the original article.

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