Question
What are the limitations of Friedel-Crafts alkylation reactions?
Answer :
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Friedel-Crafts alkylation is an important reaction in organic chemistry used to introduce alkyl groups into aromatic rings using an alkyl halide and a Lewis acid catalyst such as AlCl₃. Despite its utility, the reaction has several limitations that restrict its scope and efficiency. One major limitation is carbocation rearrangement. Friedel-Crafts alkylation proceeds through the formation of a carbocation intermediate. If the initially formed carbocation is not the most stable one, it can rearrange to a more stable carbocation before attacking the aromatic ring. This often leads to mixtures of products rather than a single, predictable product, reducing the selectivity of the
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