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Question

Which of the following reaction proceeds through a free radical mechanism?

A
(CH3)2CHCH=CH2+BrH(CH3)2CBrCH2CH3
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B
(CH3)2CHCH=CH2+Br2(CH3)2CHCHBrCH2Br
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C
(CH3)2CHCH=CH2+HBrROOR−−−(CH3)2CHCH2CH2Br
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D
(CH3)2CHCH=CH2+Cl2+H2O(CH3)2C|HOHCHCH2Cl
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Solution

The correct option is D (CH3)2CHCH=CH2+HBrROOR−−−(CH3)2CHCH2CH2Br
(CH3)2CHCH=CH2+HBrROOR−−−(CH3)2CHCH2CH2Br

Addition of HBr in presence of ROOR proceeds through free radical mechanism. Net reaction is addition of a molecule of HBr to C=C double bond. Bromine is added to less substituted carbon atom.

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