Asked by Mervin Quijano on Sep 25, 2024
Verified
Which of the compounds below undergoes solvolysis in aqueous ethanol most rapidly?
A) cyclohexyl bromide
B) methyl iodide
C) isopropyl chloride
D) 3-chloropentane
E) 3-iodo-3-methylpentane
Solvolysis
The decomposition of a chemical compound by reaction with a solvent.
Aqueous Ethanol
A solution where ethanol is dissolved in water, commonly used as a solvent in various chemical reactions and processes.
Cyclohexyl Bromide
An organic compound consisting of a cyclohexane ring substituted with a bromine atom, commonly used in organic synthesis.
- Understand the factors affecting solvolysis rates in different solvents.
Verified Answer
CB
Camron Bobean2 days ago
Final Answer :
E
Explanation :
3-iodo-3-methylpentane undergoes solvolysis most rapidly due to the formation of a more stable tertiary carbocation intermediate. The tertiary carbon adjacent to the leaving group (iodide) stabilizes the carbocation through inductive and hyperconjugative effects, making the solvolysis process faster compared to the other options which form less stable primary or secondary carbocations.
Learning Objectives
- Understand the factors affecting solvolysis rates in different solvents.
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