Courses
Courses for Kids
Free study material
Offline Centres
More
Store Icon
Store
seo-qna
banner

The correct statement is (are):
Consider the following reaction
168飞艇 76b00c12034f8683a7384f43bfdce006

A. the major product is a racemic mixture of
168飞艇 4731f6296b6e08fc3580b12373e86e7c
B. the major product is
168飞艇 34b69827a826da811e7e7d1f294180da
C. If reaction occurs in presence of ROOR, 168飞艇 a16827d01ec635bc8740177acc0124d3
is formed as a major product.
D. Reaction involves rearrangement of free radical intermediate.

Answer
VerifiedVerified
300k+ views
Hint: The reaction of hydroamination with alkenes will generate a carbocation as an intermediate by the addition of hydrogen cation to one of the double bonds present in the given alkene compound. Hydrobromination of alkenes follows Markonikov’s rule.

Complete step by step solution:
-The name of the given compound in the question is methyl heptadiene.
-The structure of the compound is as follows.
168飞艇 eddb83d64553b8e9f137da5bed7ad121
-Now we have to check which product is going to form when methyl heptadiene reacts with hydrogen bromide (HBr).
168飞艇 e67b43ccc92726d88d9b00ee8d4af5e9
-Methyl heptadiene reacts with H+ ion in the first step and forms a tertiary carbocation due to high stability of the tertiary carbocation through Markonikov’s rule.
-Later the formed tertiary carbocation reacts with bromide ion and forms a racemic mixture of the respective bromide derivative.
-Therefore option A is correct.
- If the double bonds present in conjugation in heptadiene then there is a chance of the formation of the product in option B. So, option B is wrong.
-Coming to option C, If a reaction occurs in presence of ROOR.
168飞艇 4c9bacf226f8611793cb3a0db86f4975
-Due to the presence of ROOR (Peroxide) then the hydroamination proceeds through Anti-Markovnikov's rule and forms a product where Bromine is going to attach to the carbon where more number of hydrogens is present.
-Therefore option C is also correct.
-Coming to option D, Reaction involves rearrangement of free radical intermediate. In the absence of peroxides, the reaction is going to complete without the involvement of the free radicals. Then option D is wrong.

So, the correct options are A and C.

Note: If Hydrobromination is proceeding without the involvement of peroxide then the reaction proceeds through the formation of tertiary carbocation as the intermediate (Markonikov’s rule). If there is a presence of peroxide then the reaction proceeds through Anti-Markovnikov's rule (less substituted product is going to form).