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Choose the Best Answer · Q5

Q.CH3CH2Br is treated in sequence:

(i) aq. NaOH/heat gives A;
(ii) A + KMnO4/H+/heat gives B;
(iii) B + NH3/heat gives C;
(iv) C + Br2/NaOH/heat gives D. 'D' is
a) bromomethane
b) alpha-bromo sodium acetate
c) methanamine
d) acetamide
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Step 1. CH3CH2Br + aq. NaOH/heat is nucleophilic substitution (hydrolysis) of the bromide, giving A = ethanol (CH3CH2OH).

Step 2. A + KMnO4/H+/heat is oxidation of the primary alcohol all the way to the carboxylic acid, giving B = acetic acid (CH3COOH).

Step 3. B + NH3/heat first forms ammonium acetate, and strongly heating that ammonium carboxylate salt dehydrates it to the amide, giving C = acetamide (CH3-CONH2). …

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