Hydrocarbons Question 328

Question: Alcoholic solution of KOH is used for [CPMT 1982, 86; IIT-JEE 1990]

Options:

A) Dehydration

B) Dehydrogenation

C) Dehydrohalogenation

D) Dehalogenation

Show Answer

Answer:

Correct Answer: C

Solution:

$ CH_3-CH_2-Br+\underset{alk}{\mathop{KOH}}\xrightarrow{Dehydrohalogenation} $

$ CH_2=CH_2+KBr+H_2O $

In alcoholic KOH alkoxide ions $ (R{O^{-}}) $ are present which a strong base is.

They abstract proton from b-carbon of alkyl halide and favours elimination reaction

$ \underset{Alcohol}{\mathop{ROH}}+KOH\to \underset{\text{Potassium alkoxide}}{\mathop{ROK+H_2O}} $

$ ROK\to \underset{\text{Alkoxide ion}}{\mathop{R{O^{-}}}}+{K^{+}} $

$ R{O^{-}}+H-\overset{\beta }{\mathop{CH_2}}-\overset{\alpha }{\mathop{CH_2}}-Br\to ROH+CH_2=CH_2+Br $