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Reference.org
Hydroxamic acid
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<p>In <a href="/facts/Organic_chemistry/djxhxaNg">organic chemistry</a>, hydroxamic acids are a class of <a href="/facts/Organic_compound/gqCNaN45">organic compounds</a> having a general formula R−<a href="/facts/Carbonyl_group/KJ71bo3X">C(=O)</a>−N(−OH)−R' bearing the <a href="/facts/Functional_group/GXkSPsjM">functional group</a> −<a href="/facts/Carbon/ukrgQexo">C</a>(=<a href="/facts/Oxygen/acyn6o8r">O</a>)−<a href="/facts/Nitrogen/Nf1QpGDz">N</a>(−O<a href="/facts/Hydrogen/BoYHjl0J">H</a>)−, where R and R' are typically <a href="/facts/Organyl_group/RgeaN5jm">organyl groups</a> (e.g., <a href="/facts/Alkyl/vmEk8X4v">alkyl</a> or <a href="/facts/Aryl/M3z7QRXd">aryl</a>) or <a href="/facts/Hydrogen/BoYHjl0J">hydrogen</a>. They are <a href="/facts/Amide/C6kCzYEA">amides</a> (R−C(=O)−NH−R') wherein the <a href="/facts/Nitrogen/Nf1QpGDz">nitrogen</a> atom has a <a href="/facts/Hydroxyl/1Hs2QAEv">hydroxyl</a> (−OH) <a href="/facts/Substituent/6y9IE6G0">substituent</a>. They are often used as <a href="/facts/Metal/PT8hNX6R">metal</a> <a href="/facts/Chelation/4G79sXBB">chelators</a>. </p><p>Common example of hydroxamic acid is aceto-<i>N</i>-methylhydroxamic acid (H3C−C(=O)−N(−OH)−CH3). Some uncommon examples of hydroxamic acids are formo-<i>N</i>-chlorohydroxamic acid (H−C(=O)−N(−OH)−Cl) and chloroformo-<i>N</i>-methylhydroxamic acid (Cl−C(=O)−N(−OH)−CH3). </p>