The Friedel-Crafts synthesis is a basic organic chemistry process that bears the names of its late 19th-century discoverers, Charles Friedel
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The Friedel-Crafts synthesis is a basic organic chemistry process that bears the names of its late 19th-century discoverers, Charles Friedel and James Crafts. Alkyl or acyl halides are used to alkylate or acylate aromatic compounds in the presence of a Lewis acid catalyst, usually ferric or aluminum chloride (FeCl₃).The electrophilic alkyl or acyl halide and the Lewis acid catalyst combine to create a complex, which starts the reaction process. The aromatic ring acts as a nucleophile in the reaction between this complex and the aromatic molecule. The alkyl or acyl group is attacked by the aromatic ring, which results in the replacement of an alkyl or acyl group for a hydrogen atom. This process is facilitated by the Lewis acid.The capacity of Friedel-Crafts reactions to specifically substitute hydrogen atoms on aromatic rings, enabling the synthesis of a broad variety of substituted aromatic compounds, is one of its primary features. The Lewis acid catalyst's type and the acyl or alkyl halide's reactivity control this selectivity. For example, the stability of the carbocation intermediate formed by tertiary alkyl halides makes them more reactive.In chemical synthesis, the Friedel-Crafts alkylation reaction is a popular method for adding alkyl groups to aromatic rings because it usually progresses well in mild circumstances. Applications for it include the synthesis of different medications, the creation of scents and colors, and the preparing of unique chemicals in the pharmaceutical business.However, problems like carbonyl group resonance stabilization and the propensity of acyl groups to undergo rearrangement events can occasionally make the Friedel-Crafts acylation reaction—which adds acyl groups onto aromatic rings—more difficult. This reaction is useful for creating aromatic ketones and other compounds where acyl substitution is sought, despite these difficulties.To sum up, the Friedel-Crafts synthesis reactions are fundamental techniques in organic chemistry that allow for the alkylation or acylation of aromatic molecules. To build complicated compounds with precise substitution patterns on aromatic rings, organic chemists find them invaluable tools due to their adaptability, efficiency in moderate circumstances, and application to a wide range of substrates.
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