What is the major product obtained when 2-bromopropane reacts with aqueous under reflux conditions?
A
-propanol
B
propene
C
-bromopropanol
D
-propanol
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1
Identify the type of reaction involved: 2-bromopropane reacting with aqueous NaOH typically undergoes a nucleophilic substitution or elimination reaction depending on conditions.
Since the reaction is under reflux with aqueous NaOH, the nucleophile is OH⁻ in water, favoring substitution over elimination.
Determine the mechanism: 2-bromopropane is a secondary alkyl halide, so the substitution likely proceeds via an SN2 or SN1 mechanism; under aqueous conditions and heat, SN1 is more common for secondary halides.
In the SN1 mechanism, the bromide leaves first forming a carbocation intermediate at the secondary carbon, which is then attacked by the hydroxide ion (OH⁻) to form the alcohol.
Therefore, the major product is 2-propanol, where the bromine is replaced by an OH group at the same carbon.