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The carboxylic acid Schmidt reaction starts with acylium ion 1 obtained from protonation and loss of water. Reaction with hydrazoic acid forms the protonated azido ketone 2 , which goes through a rearrangement reaction with the alkyl group R, migrating over the C-N bond with expulsion of nitrogen.
The Kolbe–Schmitt reaction or Kolbe process (named after Hermann Kolbe and Rudolf Schmitt) is a carboxylation chemical reaction that proceeds by treating phenol with sodium hydroxide to form sodium phenoxide, [1] then heating sodium phenoxide with carbon dioxide under pressure (100 atm, 125 °C), then treating the product with sulfuric acid.
Hydrazoic acid may react with carbonyl derivatives, including aldehydes, ketones, and carboxylic acids, to give an amine or amide, with expulsion of nitrogen. This is called Schmidt reaction or Schmidt rearrangement.
Schmidt reaction, a reaction where a carboxylic acid is treated with ammonia and hydrazoic acid yielding an isocyanate. Curtius rearrangement degradation of an acyl azide to an isocyanate and nitrogen gas. Lossen rearrangement, the conversion of a hydroxamic acid to an isocyanate via the formation of an O-acyl, sulfonyl, or phosphoryl intermediate.
The acyl azide is usually made from the reaction of acid chlorides or anhydrides [6] with sodium azide [7] or trimethylsilyl azide. [8] Acyl azides are also obtained from treating acylhydrazines with nitrous acid. [9] Alternatively, the acyl azide can be formed by the direct reaction of a carboxylic acid with diphenylphosphoryl azide (DPPA ...
The formation of the urethane is particularly valuable since it works with carboxylic acids which fail to undergo the Schmidt reaction, and is believed to involve transfer of the azido group to the carboxylic acid. It is now suggested that this reaction proceeds through the intermediate mixed anhydride, resulting from attack by the nucleophilic ...
The ALDH2 gene then helps to oxidize acetaldehyde into acetic acid. "This is an important step in the metabolism of ethanol, because acetaldehyde is toxic and inflammatory to cells," Lee said.
Those reactions proceed comparably to steps of the Schmidt reaction, by which carboxylic acids can be transformed into amines through the addition of hydrazoic acid under acidic aqueous conditions. [26] The Stieglitz rearrangement of azides generally profits from a protonic [16] or thermal [4] activation, which can also be combined. [10]