Question
Chemistry Question on reaction mechanism
The major product C in the below mentioned reaction is:
Propan-1-ol
Propan-2-ol
Propane
Propyne
Propan-2-ol
Solution
Let's analyze the reaction step-by-step:
1. Step 1 : CH3CH2CH2Bralc. KOHΔA
Alcoholic KOH and heat promote elimination reactions. 1-Bromopropane reacts with alcoholic KOH to form propene (A) via a dehydrohalogenation reaction.
CH3CH2CH2Bralc. KOHΔCH3CH=CH2(A)
2. Step 2: AHBrB
Propene (A) reacts with HBr to form 2-bromopropane (B) as the major product according to Markovnikov's rule (the hydrogen atom adds to the carbon with more hydrogen atoms already attached).
CH3CH=CH2(A)HBrCH3CHBrCH3(B)
3. Step 3: Baq. KOHΔC
2-Bromopropane (B) reacts with aqueous KOH and heat to form propan-2-ol (C) via a nucleophilic substitution reaction (specifically, an SN1 reaction is favored due to secondary alkyl halide and aqueous KOH).
CH3CHBrCH3(B)aq. KOHΔCH3CH(OH)CH3(C)
Therefore, the major product C is propan-2-ol.