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Predict the major product of the following reactions and explain their formation. H_3C-CH=CH_2 underset"HBr"overset ((Ph-CO-O)_2)to H_3C-CH=CH_2 overset"HBr"to

Answer»

SOLUTION :In presence of peroxides , addition of HBr to propene follows anti-Markovnikov's RULE and HENCE give 1-bromopropane as the major product . The reaction occurs through a free radical mechanism VIA a more stable free radical intermediate as shown below :

However, in absence of peroxides , addition of HBr to propene follows Markovnikov's rule and hence give 2-bromopropane as the major product. The reaction occurs through IONIC mechanism via a more stable carbocation intermediate as shown below :


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