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The prinicipal organic product formed is...

The prinicipal organic product formed is the reaction :
`CH_(2)=CH(CH_(2))_(8)COOH+HBroverset("Peroxide")rarr`
is

A

`CH_(3)CHBr(CH_(2))_(8)COOH`

B

`CH_(2)=CH(CH_(2))_(8)COBr`

C

`CH_(2)BrCH_(2)(CH_(2))_(8)COOH`

D

`CH_(2)=CH(CH_(2))_(7)CHBrCOOH`

Text Solution

Verified by Experts

The correct Answer is:
C
The addition of `HBr` in the presence of peroxide is anti-Markovniko's addition due to the formation of free radicals:
`CH_(2) = CHunderset(Br-CH_(2)-CH_(2)(CH_(2))_(8)COOH)underset(darr "Preoxide")(CH_(2)=CH(CH_(2))_(8)COOH+HBr)`
Note that the presence of `-COOH` group has little infuluence on the double bond as it is very far from the double bond.
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