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Science
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| Number of pages / Number of words: |
11 / 3057 |
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This carbocation, however, can be stabilized by resonance with the adjacent double bond to give a delocalized carbocation (an allylic carbocation) in which there is positive character on both a secondary center and on the terminal, primary carbon. Since both of these centers share positive character in the resonance hybrid, both are subject to nucleophilic attack by bromide anion; attack on the secondary carbon gives the 1,2-addition product, and attack on the terminal carbon gives the 1,4-addition product...
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The pathway to form the 1,2-product must have a lower activation energy, because it forms more rapidly than the 1,4-product. The 1,4-product, however, must be more stable than the 1,2-product because it accumulates at equilibrium (note that the reaction appears freely reversible, since isolated 1,2-product reverts to 1,4-, given enough time)...
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