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Question

Which will form 2,2-dibromopropane with HBr?

A
CH2=CHCH3
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B
CH3CCH
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C
CH3C|Br=CH2
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D
Both B and C
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Solution

The correct option is D Both B and C
The reaction will go through Markovnikov addition pathway where Br will attach to more substituted carbon and forms geminal dibromide.
CH3CCHHBrCH3C|Br=CH2HBrCH3Br|C|BrCH3

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