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Question

Chemistry Question on reaction mechanism

The major product C in the below mentioned reaction is:product c

A

Propan-1-ol

B

Propan-2-ol

C

Propane

D

Propyne

Answer

Propan-2-ol

Explanation

Solution

Let's analyze the reaction step-by-step:

1. Step 1 : CH3CH2CH2BrΔalc. KOHA{CH3CH2CH2Br} \xrightarrow[\Delta]{\text{alc. KOH}} {A}
Alcoholic KOH and heat promote elimination reactions. 1-Bromopropane reacts with alcoholic KOH to form propene (A) via a dehydrohalogenation reaction.
CH3CH2CH2BrΔalc. KOHCH3CH=CH2(A){CH3CH2CH2Br} \xrightarrow[\Delta]{\text{alc. KOH}} {CH3CH=CH2(A)}

2. Step 2: AHBrB{A} \xrightarrow{\text{HBr}} {B}
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){CH3CH=CH2(A)} \xrightarrow{\text{HBr}} {CH3CHBrCH3(B)}

3. Step 3: BΔaq. KOHC{B} \xrightarrow[\Delta]{\text{aq. KOH}} {C}
2-Bromopropane (B) reacts with aqueous KOH and heat to form propan-2-ol (C) via a nucleophilic substitution reaction (specifically, an SN_N1 reaction is favored due to secondary alkyl halide and aqueous KOH).
CH3CHBrCH3(B)Δaq. KOHCH3CH(OH)CH3(C){CH3CHBrCH3(B)} \xrightarrow[\Delta]{\text{aq. KOH}} {CH3CH(OH)CH3(C)}

Therefore, the major product C is propan-2-ol.