0 votes
19 views
ago in Organic Chemistry by (139k points)
What is the mechanism of the nucleophilic substitution reaction between 2-bromopropane and potassium hydroxide in ethanol as the solvent?

1 Answer

0 votes
ago by (139k points)
The nucleophilic substitution reaction between 2-bromopropane and potassium hydroxide in ethanol as the solvent follows an SN2  Substitution Nucleophilic Bimolecular  mechanism. Here's a step-by-step description of the reaction mechanism:1. Formation of nucleophile: Potassium hydroxide  KOH  dissociates into potassium  K+  and hydroxide  OH-  ions in the ethanol solvent. The hydroxide ion acts as a nucleophile due to its negative charge and high reactivity.2. Approach of the nucleophile: The hydroxide ion  OH-  approaches the 2-bromopropane molecule from the side opposite to the bromine atom. This is because the bromine atom is a good leaving group and has a partial negative charge, which repels the nucleophile.3. Nucleophilic attack: The hydroxide ion  OH-  attacks the electrophilic carbon atom  the one bonded to the bromine atom  in 2-bromopropane. This results in the formation of a transition state in which the carbon atom is partially bonded to both the hydroxide ion and the bromine atom.4. Departure of the leaving group: As the bond between the carbon atom and the hydroxide ion strengthens, the bond between the carbon atom and the bromine atom weakens. Finally, the bromine atom leaves as a bromide ion  Br- , and the carbon atom forms a new bond with the hydroxide ion.5. Formation of the product: The reaction results in the formation of propan-2-ol, with the hydroxide ion now bonded to the carbon atom where the bromine atom was previously attached. Potassium bromide  KBr  is also formed as a side product.Overall, the SN2 mechanism for this reaction can be summarized as:2-bromopropane + OH-  propan-2-ol + Br-

Related questions

Welcome to Sarvan Science Q&A, where you can ask questions and receive answers from other members of the community.
...