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In organic chemistry, carbonyl reduction is the conversion of any carbonyl group, usually to an alcohol. It is a common transformation that is practiced in many ways. [ 1 ] Ketones , aldehydes , carboxylic acids , esters , amides , and acid halides - some of the most pervasive functional groups , -comprise carbonyl compounds.
The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. The suffix -ol appears in the International Union of Pure and Applied Chemistry (IUPAC) chemical name of all substances where the hydroxyl group is the functional group with the ...
In organic chemistry, the Swern oxidation, named after Daniel Swern, is a chemical reaction whereby a primary or secondary alcohol (−OH) is oxidized to an aldehyde (−CH=O) or ketone (>C=O) using oxalyl chloride, dimethyl sulfoxide (DMSO) and an organic base, such as triethylamine.
The Bouveault–Blanc reduction is a chemical reaction in which an ester is reduced to primary alcohols using absolute ethanol and sodium metal. [1] It was first reported by Louis Bouveault and Gustave Louis Blanc in 1903. [2] [3] [4] Bouveault and Blanc demonstrated the reduction of ethyl oleate and n-butyl oleate to oleyl alcohol. [5]
The reaction is the opposite Meerwein–Ponndorf–Verley reduction. [2] The alcohol is oxidized with aluminium isopropoxide in excess acetone. This shifts the equilibrium toward the product side. The oxidation is highly selective for secondary alcohols and does not oxidize other sensitive functional groups such as amines and sulfides. [3]
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The Dess–Martin oxidation is an organic reaction for the oxidation of primary alcohols to aldehydes and secondary alcohols to ketones using Dess–Martin periodinane. [1] [2] It is named after the American chemists Daniel Benjamin Dess and James Cullen Martin who developed the periodinane reagent in 1983.
This can be economically viable if the products can be separated and both have a value; the commercial conversion of furfural into furfuryl alcohol and 2-furoic acid is an example of this. [6] Alternatively, higher yields of one product (usually the alcohol) can be achieved in the crossed Cannizzaro reaction , in which a sacrificial aldehyde is ...