An alkyl chloride produces a single alkene when it reacts with sodium ethoxide and ethanol . This alkene on hydrogenation produces 2-Methylbutane. What is the identity of the alkyl halide ?

Options

A. 1-bromo-2, 2-dimethylpropane
B. 1-bromobutane
C. 1-bromo-2-methylbutane
D. 2-bromo-2-methylbutane

Answer

C

Explanation

`CH_3-underset("1-bromo-2-methyl butane")(CH_2)-overset(CH_3)overset(|)(CH)-CH_2Br+C_2H_5ONa overset(C_2H_5OH)(rarr)CH_3-CH_2-overset(CH_3)overset(|)(C)=CH_2+NaBr+C_2H_5OHoverset(+H_2)underset("(Hydrogenjation)")(rarr)CH_3-underset("2-methyl-butane")(CH_2)-overset(CH_3)overset(|)(CH)-CH_3`