Question

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

• A. $ClCH_{2}CH(CH_{3})CH_{2}CH_{3}$
• 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 1

Answer: (B)

$ClCH_{2}CH_{2}CH_{2}CH_{3}$

Answer 2

In haloarenes, carbon of C-X is $sp^{2}$hybridized while in haloalkanes it is $sp^{3}$hybridized.