Problem: Rank the SN2 reaction rates for the following compounds:(A) 2-bromo-3-methylbutane, (B) bromomethane, (C) 1-bromo-3-methylbutane, (D) 2-bromo-2-methylbutane

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FREE Expert Solution

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)

97% (46 ratings)
Problem Details

Rank the SN2 reaction rates for the following compounds:

(A) 2-bromo-3-methylbutane, 

(B) bromomethane, 

(C) 1-bromo-3-methylbutane, 

(D) 2-bromo-2-methylbutane

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What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the SN2 Reaction concept. You can view video lessons to learn SN2 Reaction Or if you need more SN2 Reaction practice, you can also practice SN2 Reaction practice problems .

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