Stepwise reaction of which'set of reagents.with isobutyl bromide produce a primary alcohol? (i) `Li, Et_(2)O`, (ii) , (iii) `NH_(4)Cl, H_(2)O` (i) `Mg,Et_(2)O`, (ii) `CH_(3) overset(O)overset(||)CH`, (iii) `H_(3)O^(+)` (i) `Mg, Et_(2)O`, (ii) , (iii) `NH_(4)Cl, H_(2)O` (i) `Mg, Et_(2)O`, (ii) , (iii) `H_(3)O^(+)`

Options

A. (i) `Li, Et_(2)O`, (ii) , (iii) `NH_(4)Cl, H_(2)O`
B. (i) `Mg,Et_(2)O`, (ii) `CH_(3) overset(O)overset(||)CH`, (iii) `H_(3)O^(+)`
C. (i) `Mg, Et_(2)O`, (ii) , (iii) `NH_(4)Cl, H_(2)O`
D. (i) `Mg, Et_(2)O`, (ii) , (iii) `H_(3)O^(+)`

Answer

D

Explanation

Grignard reagent produces secondary and tertiary alcohols with carbonyl compounds except formaldehyde. Epoxide produces primary alcohol if the ring is unsubstituted Hence, the reaction sequence is as follows: