Give structures of the products you would expect when each of the following alcohol reacts with (a) `HCl –ZnCl_(2)` (b) HBr and (c) `SOCl_(2)`.
(i) Butan-1-ol
(ii) 2-Methylbutan-2-ol

Explanation

(a) `HCI-ZnCl_(2)`. It is Licas reagent. Butan-1-ol does not react with `HCl-ZnCl_(2)` at room temperature. However, turbidity apears only upon heating.
`underset("Butan-1-ol")(CH_(3)CH_(2)CH_(2)CH_(2)OH) overset(HCl) underset(ZnCl_(2)"Heat")toCH_(3)CH_(2)CH_(2)CH_(2)Cl`
But 1-methylbutane -2-ol `(3^(@))` reacts at room temperature giving turbidity immediataealy.
`underset("2-Methylbutan-2-ol")underset(OH)underset(|)overset(CH_(3))overset(|)(CH_(3)-C-CH_(2))CH_(3) overset(HCl, ZnCl_(2)) underset("Room temp.")tounderset(("White turbidit"))underset("2-Chloro-2methylbutane")underset(Cl)underset(|)overset(CH_(3))overset(|)(CH_(3)-C-CH_(2))CH_(3)`
(b) HBr. both alcohols areact with HBr to given corresponding alkyl bromides.
`CH_(3)CH_(2)CH_(2)CH_(2)OH+HBr overset(Delta)to underset("1-Bromobutane")(CH_(3)CH_(2)CH_(2)CH_(2)Br)`
`underset(OH)underset(|)overset(CH_(3))overset(|)(CH_(3)-C-CH_(2))CH_(3)+HBr overset(Delta)tounderset("2-Bromon-2-methylbutane")underset(Br)underset(|)overset(CH_(3))overset(|)(CH_(3)-C-CH_(2))-CH_(3)`
`SOCl_(2)` Both alcohols react to given corresponding alkyl chlorides.
`CH_(3)CH_(2)CH_(2)CH_(2)OH+SOCl_(2) overset(Delta)to underset("1-Chlorobutane")(CH_(3)CH_(2)CH_(2))CH_(2)Cl+SO_(2) uarr+HCl uarr`
`underset(OH)underset(|)overset(CH_(3))overset(|)(CH_(3)-C-CH_(2))CH_(3)+SoCl_(2) overset(Delta)tounderset("2-Chloro-2-methylbutane")underset(Cl)underset(|)overset(CH_(3))overset(|)(CH_(3)-C-CH_(2))CH_(3)+SO_(2) uarr+HCl uarr`