Question
Question: The addition of hydrogen halides to unsymmetrical alkenes takes place according to (A) markovnikov...
The addition of hydrogen halides to unsymmetrical alkenes takes place according to
(A) markovnikov's rule
(B) kharasch effect
(C) peroxide effect
(D) none of these
Solution
The addition of hydrogen halides is called hydrohalogenation. It can occur in both symmetrical and asymmetrical alkenes and results in bond breakage of alkenes. A carbocation is formed during the process which can rearrange itself to become more stable.
Complete step by step solution:
-Alkenes are more reactive than alkynes except for the case of conjugated alkenes and/or alkynes. They undergo electrophilic addition reactions. Electrophiles attack the carbon and remove the double bond from it.
-The electrophiles always break the bond and attach to the carbon chain at the end. The bond breakage results in 1 more vacancy and this leads to the formation of a carbocation. The carbocation then attacks the nucleophile and forms compounds which do not have any degree of saturation.
-When halogen halides react with alkenes, the carbon attacks the hydrogen of the halogen halide due to its more electronegativity and hydrogen attaches to the carbon chain forming a carbocation. This carbocation then attacks the halide and in this way the product is formed.
-In case of unsymmetrical alkenes, markovnikov's rule is applied. According to this rule, the positive part of the reagent attaches to that carbon which has more number of hydrogen atoms in it. The negative part of the reagent attaches to that carbon which has less number of hydrogen atoms in it. It can be shown as
-So the addition of hydrogen halide is according to markovnikov's rule. Hydrogen attaches to the carbon with more number of hydrogen atoms first and carbocation is formed. It rearranges itself to gain stability and then the halide attaches itself to the carbocation. This way the reaction gets complete.
-Rate of the reaction is directly proportional to the stability of the carbocation formed during the reaction. An example of the above reaction by markovnikov's rule can be shown as
Thus the correct option is (A).
Note: Halogenation is different from hydrohalogenation. In the former, the halogen gas is added to the compound and in the form of its molecule with the formula X2 where X represents the halogens. In the latter, HX gas is added to the compound after the completion of the reaction where X is the single atom of halogen.