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In organic chemistry, dilute solutions of chromic acid can be used to oxidize primary or secondary alcohols to the corresponding aldehydes and ketones. Similarly, it can also be used to oxidize an aldehyde to its corresponding carboxylic acid. Tertiary alcohols and ketones are unaffected.
Further condensation reactions can occur in strongly acidic solution with the formation of trichromates, Cr 3 O 2− 10, and tetrachromates, Cr 4 O 2− 13. [2] All polyoxyanions of chromium(VI) have structures made up of tetrahedral CrO 4 units sharing corners. [3] The hydrogen chromate ion, HCrO 4 −, is a weak acid: HCrO − 4 ⇌ CrO 2−
The reaction stoichiometry implicates the Cr(IV) species "CrO 2 OH −", which comproportionates with the chromic acid to give a Cr(V) oxide, which also functions as an oxidant for the alcohol. [ 6 ] The oxidation of the aldehydes is proposed to proceed via the formation of hemiacetal -like intermediates, which arise from the addition of the O ...
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 dichromate, K 2 Cr 2 O 7, is a common inorganic chemical reagent, most commonly used as an oxidizing agent in various laboratory and industrial applications. As with all hexavalent chromium compounds, it is acutely and chronically harmful to health.
In terms of scale, the most important ketones are acetone, methylethyl ketone, and cyclohexanone. [23] They are also common in biochemistry, but less so than in organic chemistry in general. The combustion of hydrocarbons is an uncontrolled oxidation process that gives ketones as well as many other types of compounds.
Reaction mechanism for the bromination of acetone while in the presence of acetic acid. Basic (in aqueous NaOH): Reaction mechanism for the bromination of acetone while in the presence of aqueous NaOH. In acidic solution, usually only one alpha hydrogen is replaced by a halogen, as each successive halogenation is slower than the first.
[11] [12] As shown below, if the reaction of piperanol (IV) with diazomethane is carried out in the absence of methanol, the ketone obtained though a hydride shift is the major product (V). If methanol is the solvent, an aryl shift occurs to form the aldehyde (VI), which cannot be isolated as it continues to react to form the ketone (VII) and ...