What is the Difference Between Concerted and Stepwise Reactions?

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The key difference between concerted and stepwise reactions lies in the number of steps involved in the reaction mechanism.

  • Concerted reactions are single-step reactions, where all bond-breaking and bond-forming reactions occur simultaneously to form the products. These reactions do not involve any intermediate steps or substrates. An example of a concerted reaction is the cycloaddition reaction.
  • Stepwise reactions, on the other hand, are multistep reactions, where the mechanism includes two or more steps. In these reactions, the slowest elementary reaction is the rate-determining step. Stepwise reactions may involve intermediates, which are transient substances formed during the course of the reaction.

In summary, concerted reactions involve a single step, while stepwise reactions involve multiple steps in their reaction mechanisms.

Comparative Table: Concerted vs Stepwise Reactions

The main difference between concerted and stepwise reactions lies in the number of steps involved in the chemical process. Here is a comparison table highlighting the key differences between the two types of reactions:

Feature Concerted Reactions Stepwise Reactions
Number of Steps Single-step reactions Multiple-step reactions
Bond Breaking and Forming Occur simultaneously Occur in sequence, with specific bonds breaking and forming in each step
Reactive Intermediates None or minimal One or more highly reactive intermediates
Solvent Polarity Dependence Generally do not depend on solvent polarity May depend on solvent polarity
Reaction Rate Often faster, as the reaction occurs in a single step Generally slower, due to the cumulative effect of multiple individual steps, each with its own energy barrier
Examples Pericyclic reactions, SN2 reactions, and some rearrangement reactions like Claisen rearrangement SN1 reaction (Substitution Nucleophilic Unimolecular) and some rearrangement reactions

Concerted reactions occur in a single coordinated step, where all the necessary bond-breaking and bond-forming processes happen simultaneously, without forming distinct intermediates. On the other hand, stepwise reactions involve a sequence of individual, distinct intermediate steps, where molecules undergo changes in a step-by-step manner.