Which of the following would be the most reactive in an S_NAr reaction?

Question

Quizplus · Accepted Answer

In the given reaction S_NAr, the reactants are a disulfide (SS) and a nitrogen-containing molecule (NS) with an aryl group attached to it. The reaction involves breaking the disulfide bond and forming a new bond with the nitrogen atom in the NS molecule. To break the disulfide bond, a nucleophile is required that can attack one of the sulfur atoms. The most nucleophilic species among the given choices is the nitrogen atom in the NS molecule, which has a lone pair of electrons that can be donated to form a new bond. Looking at the NS molecules in the choices, we can see that choice C has a nitrogen atom with two electron-donating groups (two alkyl chains) attached to it, which makes it the most nucleophilic among the NS molecules. Therefore, choice C would be the most reactive in the given reaction.

Which of the Following Would Be the Most Reactive in an SNAr

Which of the Following Would Be the Most Reactive in an S_NAr