An alkyl chloride produces a single alkene on reaction with sodium ethoxide and ethanol. The alkene further undergoes hydrogenation to yield 2-methylbutane. Identify the alkyl chloride from amongst the following :

Options

A. `ClCH_(2)C(CH_(3))_(2)CH_(3)`
B. `ClCH_(2)CH_(2)CH_(2)CH_(3)`
C. `ClCH_(2)CH(CH_(3))CH_(2)CH_(3)`
D. `CH_(3)C(Cl)(CH_(3))CH_(2)CH_(3)`

Answer

C

Explanation

`ClCH_(2)underset((C ))underset(CH_(3))underset("| ")("C ")-CHCH_(3)overset(NaOEt.)underset(Et. OH)rarrunderset("2-Methylbutane ")(CH_(2)=underset(CH_(3))underset("| ")("C ")-CH_(2)CH_(3)) overset(H_(2))underset("Catalyst")rarr underset("2-Methylbutane ")(CH_(3)-underset(CH_(3))underset("| ")("C ")H-CH_(2)-CH_(3))`