Engineering
Chemistry
Nucleophilic Substitution
Electrophilic addition
Leaving group tendency
Question

The SN2 reaction of 1-chloro-3-methylbutane with sodium methoxide is relatively slow, but can be accelerated by the addition of a small amount of NaI. How is this catalysis best explained?

The iodide anion activates the methoxide nucleophile

The sodium cation helps pull off the chloride anion

SN2 reaction of iodide ion converts the alkyl chloride to the more reactive alkyl iodide

The NaI changes the mechanism to SN1

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Solution
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Due to nhalogen with NaI exchange in aprotic solvent rate of reaction increases.