Under certain conditions, HBr adds to 2-methylpropene to give predominantly 2-bromo-2-methylpropane — Organic Chemistry Chemistry Question
Question
Under certain conditions, HBr adds to 2-methylpropene to give predominantly 2-bromo-2-methylpropane rather than isomeric 1-bromo-2-methylpropane. Which is the best mechanistic explanation for this regioselectivity?
A.✓ Correct
H+ adds preferentially to C-1 to form the more stable carbocation.
B.
Br– adds preferentially to C-2 to form the more stable carbanion.
C.
H• adds preferentially to C-1 to form the more stable radical.
D.
Br• adds preferentially to C-2 to form the more stable radical.
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