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Question

The reaction of 1-butene with HBr in presence peroxides yields 1-bromobutane. The mechanism of reaction involves:

A
isomerization of the 2bromobutane produced initially
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B
attack on the alkene by the bromine atom, Br
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C
attack on the butene by Br+ ion
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D
attack on the alkene by a H+ ion
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Solution

The correct option is B attack on the alkene by the bromine atom, Br

Chain propagation

CH3CH2CH=CH2+|¯¯¯¯¯¯¯BrCH3CH2˙CHCH2Brsecondaryradical ΔHo12.6kJ/mol

CH3CH2˙CHCH2Brsecondaryradical+HBrCH3CH2H|CHCH2Br+|¯¯¯¯¯¯¯Br ΔHo31.4kJ/mol

The reaction follows free radical mechanism and bromine radical is involved in the first step at propagation. Presence of peroxide first produce bromine radical.


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