Question:

Chlorination of which of the following substance is a substitution reaction?

Updated On: Jun 20, 2022
  • 2-butene
  • 1-butyne
  • iso-butane
  • iso-butylene
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The Correct Option is C

Solution and Explanation

Unsaturated compounds like alkenes, alkynes show addition reaction with chlorine while saturated compounds like alkane (iso-butane) give substitution reaction on chlorination.
$\underset{\text{iso - butane}}{CH _{3}- \underset{\overset{|}{C}H_3}{CH} - CH _{3}} {->[{ Cl _{2}}][\text{light}]} CH _{3}- CH - CH _{2} Cl+ CH _{3}- \underset{\overset{|}{C}H_3}{\overset{\underset{|}{C}l}{C}} - CH _{3}$
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Concepts Used:

Preparation of Haloalkanes

  1. Preparation by Alcohols: By using alcohol, we can very easily prepare Haloalkane as when R-OH is reacted with a suitable reagent it will form R-X. The following reagents will help in the formation of the reactions:
    1. Halogen Acids (HX)
    2. Thionyl chloride (SOCl2)
    3. Phosphorous halides (PX5 or PX3)
  2. Preparation by Free Radical Halogenation: The formation of alkyl bromides and alkyl chloride is very much possible with the help of free radical halogenation, but as these radicals are highly reactive and non-specific in nature, they can result in the formation of a mixture of products. Though, it's not a preferred method for the preparation of haloalkanes. For example, free radical chlorination can result in the formation of a number of haloalkanes, which in turn makes it difficult to set apart a single product.
  3. Preparation by Alkenes: An electrophilic addition reaction can be used to transform an alkene into a haloalkane as alkene will react with HX to form R-X.

Read More: Haloalkanes and Haloarenes