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Friedel–Crafts alkylations can be reversible. Although this is usually undesirable it can be exploited; for instance by facilitating transalkylation reactions. [10] 1,3-Diisopropylbenzene is produced via transalkylation, a special form of Friedel–Crafts alkylation. It also allows alkyl chains to be added reversibly as protecting groups.
Lanthanide triflates are proposed for Friedel-Crafts acylations and alkylations, which are often carried out with AlCl 3 as the catalyst in an organic solvent. The nature of the Friedel-Craft reaction, especially the acylation, forces the AlCl 3 to irreversibly complex with any oxygen-containing group in the product, with the only way of decomplexing it being to destroy the AlCl 3 part with ...
As a solvent, trifluorotoluene is useful in mild Lewis-acid catalyzed reactions, such as the Friedel-Crafts preparations. The most common catalyst, aluminium trichloride reacts with trifluorotoluene at room temperature; however, zinc chloride does not.
Oxalyl chloride reacts with aromatic compounds in the presence of aluminium chloride to give the corresponding acyl chloride in a process known as a Friedel-Crafts acylation. [ 15 ] [ 16 ] The resulting acyl chloride can be hydrolysed to form the corresponding carboxylic acid .
Triflic acid promotes other Friedel–Crafts-like reactions including the cracking of alkanes and alkylation of alkenes, which are very important to the petroleum industry. These triflic acid derivative catalysts are very effective in isomerizing straight chain or slightly branched hydrocarbons that can increase the octane rating of a ...
Asymmetric Friedel–Crafts hydroxyalkylation. In another alkylation N-methylpyrrole reacts with crotonaldehyde catalyzed by trifluoroacetic acid modified with a chiral imidazolidinone: [8] Friedel Crafts Asymmetric Addition To Pyrrole. Indole reacts with an enamide catalyzed by a chiral BINOL derived phosphoric acid: [9]
Friedel-Crafts alkylation: alkylbenzenes can be synthesized from olefins or alkyl halides with aromatic compounds in the presence of a catalyst such as AlCl 3, HF, or H 2 SO 4. [ 4 ] Gattermann-Koch reaction : named after German chemists Ludwig Gattermann and Julius Arnold Koch , the Gattermann-Koch reaction is a catalyzed formylation of ...
Phenethyl alcohol is prepared commercially via two routes. Most common is the Friedel-Crafts reaction between benzene and ethylene oxide in the presence of aluminium trichloride. C 6 H 6 + CH 2 CH 2 O + AlCl 3 → C 6 H 5 CH 2 CH 2 OAlCl 2 + HCl. The reaction affords the aluminium alkoxide that is subsequently hydrolyzed to the desired product.