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The general structure of a hydroxamic acid. In organic chemistry, hydroxamic acids are a class of organic compounds having a general formula R−C(=O)−N(−OH)−R' bearing the functional group −C(=O)−N(−OH)−, where R and R' are typically organyl groups (e.g., alkyl or aryl) or hydrogen.
Enols, hydroxamic acids, oximes, and sulfinic acids give positive results as well. [1] The bromine test is useful to confirm the result, although modern spectroscopic techniques (e.g. NMR and IR spectroscopy) are far superior in determining the identity of the unknown.
The mechanism below begins with an O-acylated hydroxamic acid derivative that is treated with base to form an isocyanate that generates an amine and CO 2 gas in the presence of H 2 O. The hydroxamic acid derivative is first converted to its conjugate base by abstraction of a hydrogen by a base.
An ester of a carboxylic acid.R stands for any group (typically hydrogen or organyl) and R ′ stands for any organyl group.. In chemistry, an ester is a compound derived from an acid (organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group (−OH) of that acid is replaced by an organyl group (R ′). [1]
Hadacidin is the simplest known naturally occurring hydroxamic acid. The hydroxylamino group is frequently donated by a hydroxylamino acid such as 8-N-hydroxyornithine of the siderochromes. This compound, first isolated and characterized by Kaczka et al. in 1962, [2] seemed well suited for a study of the route of hydroxamic acid biosynthesis.
The Hammett acidity function (H 0) is a measure of acidity that is used for very concentrated solutions of strong acids, including superacids.It was proposed by the physical organic chemist Louis Plack Hammett [1] [2] and is the best-known acidity function used to extend the measure of Brønsted–Lowry acidity beyond the dilute aqueous solutions for which the pH scale is useful.
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.
N-Hydroxyphthalimide is the organic compound with the formula C 6 H 4 (CO) 2 NOH. A white or yellow solid, it is a derivative of phthalimide. The compound is as a catalyst in the synthesis of other organic compounds. [1] [2] It is soluble in water and organic solvents such as acetic acid, ethyl acetate and acetonitrile. [3]