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Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
Potassium permanganate (KMnO 4) is a dark violet colored powder. Its reaction with glycerol (commonly known as glycerin or glycerine) (C 3 H 5 (OH) 3) is highly exothermic, resulting rapidly in a flame, along with the formation of carbon dioxide and water vapour:
A permanganate can oxidize an amine to a nitro compound, [7] [8] a secondary alcohol to a ketone, [9] a primary alcohol or aldehyde to a carboxylic acid, [10] [11] a terminal alkene to a carboxylic acid, [12] oxalic acid to carbon dioxide, [13] and an alkene to a diol. [14] This list is not exhaustive. In alkene oxidations one intermediate is a ...
For example, addition of potassium permanganate to an aqueous solution of sugar and sodium hydroxide produces the chemical chameleon reaction, which involves dramatic color changes associated with the various oxidation states of manganese. A related vigorous reaction is exploited as a fire starter in survival kits.
Glycol cleavage is a specific type of organic chemistry oxidation. The carbon–carbon bond in a vicinal diol (glycol) is cleaved and instead the two oxygen atoms become double-bonded to their respective carbon atoms. Depending on the substitution pattern in the diol, these carbonyls will be ketones and/or aldehydes. [1]
The international pictogram for oxidizing chemicals. Dangerous goods label for oxidizing agents. An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or "accepts"/"receives" an electron from a reducing agent (called the reductant, reducer, or electron donor).
The following figure shows the reaction mechanism: [2] Reaktionsmechanismus Albright-Goldman-Oxidation. First, dimethyl sulfoxide (1) reacts with acetic anhydride to form a sulfonium ion. It reacts with the primary alcohol in an addition reaction. Furthermore, acetic acid is cleaved, so that intermediate 2 is formed. The latter reacts upon ...
A tertiary propargylic alcohol is fragmented upon treatment with Fetizon's reagent. Halohydrins that possess a trans stereochemistry have been demonstrated to form epoxides and transposed products in the presence of Fétizon's reagent. Halohydrins possessing a cis-stereochemistry seem to perform a typical Fétizon's oxidation to a ketone. [17]