The substitution reaction of toluene with Br2 can, in principle, lead to the formation of three isomeric
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The substitution reaction of toluene with Br2 can, in principle, lead to the formation of three isomeric bromotoluene products. In practice, however, only o-and p-bromotoluene are formed in substantial amounts. The meta isomer is not formed. Draw the structures of the three possible carbocation intermediates (Problem 15.48), and explain why ortho and para Products predominate over meta.
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CH3 Br CH3 CH3 CH3 CH3 6 6 Br Br H CH3 H Br CH3 Br H CH3 Br H Br C...View the full answer
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