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Question

Identify the set of reagent /reaction conditions X and Y in the following set of transformations.
CH3CH2CH2BrXproductYCH3C|BrHCH3.

A
X= concentrated alcoholic NaOH,80C,Y=HBr/CH3COOH,20C
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B
X=dil.aqNaOH,20C,Y=HBr/CH3COOH,20C
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C
X=dil.aqNaOH,20C,Y=Br2/CHCl3,0C
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D
X=concentrated NaOH,80C,Y=Br2/CHCl3,0C
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Solution

The correct option is B X= concentrated alcoholic NaOH,80C,Y=HBr/CH3COOH,20C
The dehydrohalogenation of 1-bromo propane with alco. NaOH or KOH gives propene which on again hydrohalogenation with HBr gives 2-bromopropane due to addition of Markonikoves rule for addition.

CH3CH2CH2Br80oC−−−−−−−−−−alc. NaOH/KOHCH3CH=CH2HBr−−CH3CHBrCH3

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