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Acyl halides are rather reactive compounds often synthesized to be used as intermediates in the synthesis of other organic compounds. For example, an acyl halide can react with: water, to form a carboxylic acid. This hydrolysis is the most heavily exploited reaction for acyl halides as it occurs in the industrial synthesis of acetic acid.
Acyl halides and acid anhydrides of carboxylic acids are also common acylating agents. In some cases, active esters exhibit comparable reactivity. All react with amines to form amides and with alcohols to form esters by nucleophilic acyl substitution. Acylation can be used to prevent rearrangement reactions that would normally occur in alkylation.
A general acyl group (blue) in a ketone (top left), as an acylium cation (top centre), as an acyl radical (top right), an aldehyde (bottom left), ester (bottom centre) or amide (bottom right). ( R 1 , R 2 and R 3 stands for organyl substituent or hydrogen in the case of R 1 )
Here, a strong Lewis acid is required to generate either a carbocation from an alkyl halide in the Friedel-Crafts alkylation reaction or an acylium ion from an acyl halide. In the vast majority of cases, reactions that involve leaving group activation generate a cation in a separate step, before either nucleophilic attack or elimination.
N-acyl amides are a general class of endogenous fatty acid compounds characterized by a fatty acyl group linked to a primary amine metabolite by an amide bond. Broadly speaking, N-acyl amides fall into several categories: amino acid conjugates (e.g., N-arachidonoyl-glycine), neurotransmitter conjugates (e.g., N-arachidonoyl-serotonin), ethanolamine conjugates (e.g., anandamide), and taurine ...
Hydrazones are susceptible to hydrolysis: R 2 C=N−NR' 2 + H 2 O → R 2 C=O + H 2 N−NR' 2. Alkyl hydrazones are 10 2 - to 10 3-fold more sensitive to hydrolysis than analogous oximes. [10] When derived from hydrazine itself, hydrazones condense with a second equivalent of a carbonyl to give azines: [11] R 2 C=N−NH 2 + R 2 C=O → R 2 C=N ...
The AHLs are degraded by enzymes through three mechanisms: lactone hydrolysis, amide bond hydrolysis, and acyl chain modification. Lactone hydrolysis occurs when AHL Lactonase hydrolyzes homoserine lactone rings. This process was first observed in Bacillus species. AHL acylases catalyze the complete and irreversible destruction of AHLs through ...
The hydrolysis of the ester or peptide bond proceeds in two steps. First, the acyl part of the substrate (the acid part of an ester or the part of a peptide ending in a carboxyl group) is transferred to the serine, making a new ester or amide bond and releasing the other part of the substrate (the alcohol of an ester or the part of the peptide ...
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