Which type of reaction typically results in an inversion of configuration?

Disable ads (and more) with a premium pass for a one time $4.99 payment

Study for the MCAT Chemical and Physical Foundations of Biological Systems Exam. Practice with multiple choice questions, each with detailed explanations and hints. Excel in your exam and achieve your target score!

In an SN2 reaction, the mechanism involves a direct backside attack by the nucleophile on the electrophile, typically a carbon atom that is attached to a leaving group. This backside attack occurs simultaneously with the departure of the leaving group, resulting in a transition state where the nucleophile and the leaving group are both partially bonded to the carbon.

As the nucleophile approaches from the opposite side of the leaving group, this results in the inversion of configuration at the carbon center. If the carbon is a stereocenter (like a chiral carbon), the result of this reaction is that the stereochemistry is inverted. For example, if the starting material is in the R configuration due to its three substituents, the product will have an S configuration.

This inversion of configuration is a hallmark of SN2 mechanisms and is crucial to understanding stereochemical outcomes in various reaction scenarios.

Subscribe

Get the latest from Examzify

You can unsubscribe at any time. Read our privacy policy