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Examples: synthesis of N-vanillyl nonanamide, also known as synthetic capsaicin; synthesis of benzamide from benzoyl chloride and a phenethylamine; synthesis of flutamide, a nonsteroidal antiandrogen; acylation of a benzylamine with acetyl chloride (acetic anhydride is an alternative)
The Hofmann rearrangement (Hofmann degradation) is the organic reaction of a primary amide to a primary amine with one less carbon atom. [1] [2] [3] The reaction involves oxidation of the nitrogen followed by rearrangement of the carbonyl and nitrogen to give an isocyanate intermediate.
Benzamide is an organic compound with the chemical formula of C 7 H 7 NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals. [5] It is slightly soluble in water, [2] and soluble in many organic solvents. [6]
It reacts with amines to afford N-substituted benzamides after hydrolysis. [3] It is a precursor to diphenylmethanimine via reaction with phenylmagnesium bromide followed by methanolysis. [4] Benzonitrile forms coordination complexes with transition metals that are both soluble in organic solvents and conveniently labile. One example is PdCl 2 ...
Perhaps the oldest commercially practiced example of ester hydrolysis is saponification (formation of soap). It is the hydrolysis of a triglyceride (fat) with an aqueous base such as sodium hydroxide (NaOH). During the process, glycerol is formed, and the fatty acids react with the base, converting them to salts. These salts are called soaps ...
This is followed by hydrolysis, in the example below with methanol, to give a phosphonamidate. Scheme of the Harger reaction. Unlike the Curtius rearrangement, there is a choice of R-groups on the phosphinic azide which can migrate.
The word hydrolysis is applied to chemical reactions in which a substance reacts with water. In organic chemistry, the products of the reaction are usually molecular, being formed by combination with H and OH groups (e.g., hydrolysis of an ester to an alcohol and a carboxylic acid).
An example of the E1cB reaction mechanism in the degradation of a hemiketal under basic conditions. The E1cB elimination reaction is a type of elimination reaction which occurs under basic conditions, where the hydrogen to be removed is relatively acidic, while the leaving group (such as -OH or -OR) is a relatively poor one.