Consider the following reactions. Primary alcohol is not the product in

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${CH}_{3} - {CH}_{2} - CH = {CH}_{2} \to_{b) H_{2} O_{2} / {OH}^{-}}^{a) B_{2} H_{6} / THF}$

${({CH}_{3})}_{2} CH - CHO \to_{Pt}^{H_{2}}$

${({CH}_{3})}_{2} C = {CH}_{2} \to_{b) H_{2} O}^{a) conc . H_{2} {SO}_{4}}$

$HCHO \to_{b) H_{2} O}^{a) {CH}_{3} MgBr}$

answer is C.

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Detailed Solution

(1)…Hydro boration oxidation….Anti markonikov's addition of water….butan-1-ol(primary);

(2)…RMgX with HCHO followed by hydrolysis…always primary alcohol….ethanol;

(3)…Acidic hydration…Markonikov's addition of water…2-methyl-propan-2-ol(tertiary);

(4)…RCHO on catalytic reduction…always primary alcohol….2-methyl-propan-1-ol ;

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