🤓 Based on our data, we think this question is relevant for Professor Feducia's class at NCSU.
Rank the SN2 reaction rates for the following compounds:
2-bromo-3-methylbutane, bromomethane, 1-bromo-3-methylbutane, 2-bromo-2-methylbutane
We’re being asked to rank the reaction rates of each compound for an SN2 reaction.
Recall that the SN2 reaction follows a backside attack from the nucleophile:
Steric interactions from additional R-groups makes it harder for the nucleophile to attack. This means a more substituted alkyl halide will have a slower reaction rate.
The relative rates for an SN2 reaction are: methyl (fastest) > 1˚ > 2˚ > 3˚ (slowest or no reaction)