Engineering
Chemistry
Nucleophilic Substitution
Leaving group tendency
Electrophilic addition
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?

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

The sodium cation helps pull off the chloride anion

The NaI changes the mechanism to SN1

The iodide anion activates the methoxide nucleophile

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