0 votes
24 views
ago in Organic Chemistry by (139k points)
What is the mechanism of nucleophilic substitution reaction of benzylamine with ethyl iodide in the presence of a strong base?

1 Answer

0 votes
ago by (139k points)
The mechanism of the nucleophilic substitution reaction of benzylamine with ethyl iodide in the presence of a strong base involves the following steps:1. Deprotonation of benzylamine: The strong base  e.g., NaOH or KOH  abstracts the acidic hydrogen from the amine group of benzylamine, forming an amine anion  benzylamide anion  and a water molecule.Benzylamine + OH  Benzylamide anion + HO2. Nucleophilic attack: The benzylamide anion, which is a strong nucleophile, attacks the electrophilic carbon atom of ethyl iodide, displacing the iodide ion as a leaving group.Benzylamide anion + Ethyl iodide  N-benzylethylamine + I3. Overall reaction: The overall reaction is the formation of N-benzylethylamine from benzylamine and ethyl iodide in the presence of a strong base.Benzylamine + Ethyl iodide + OH  N-benzylethylamine + I + HOThis reaction is an example of an S_N2  bimolecular nucleophilic substitution  mechanism, where the nucleophile attacks the substrate in a single concerted step, leading to the inversion of stereochemistry at the electrophilic carbon center.
Welcome to Sarvan Science Q&A, where you can ask questions and receive answers from other members of the community.
...