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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 ...
Chromic acid is capable of oxidizing many kinds of organic compounds and many variations on this reagent have been developed: Chromic acid in aqueous sulfuric acid and acetone is known as the Jones reagent , which will oxidize primary and secondary alcohols to carboxylic acids and ketones respectively, while rarely affecting unsaturated bonds.
Enones can be synthesized from tertiary allylic alcohols through the action of a variety of chromium(VI)-amine reagents, in a reaction known as the Babler oxidation. The reaction is driven by the formation of a more substituted double bond. (E)-Enones form in greater amounts than (Z) isomers because of chromium-mediated geometric isomerization ...
organic compound; often used as CDCl3 (deuterated chloroform) as a solvent for NMR spectroscopy and as a general solvent. Chromic acid: a strong and corrosive oxidising agent; an intermediate in chromium plating Chromium trioxide: the acidic anhydride of chromic acid; mainly used in chrome-plating Collins reagent
Chromium(III) can be obtained by dissolving elemental chromium in acids like hydrochloric acid or sulfuric acid, but it can also be formed through the reduction of chromium(VI) by cytochrome c7. [9] The Cr 3+ ion has a similar radius (63 pm) to Al 3+ (radius 50 pm), and they can replace each other in some compounds, such as in chrome alum and alum.
Collins reagent is especially useful for oxidations of acid sensitive compounds. Primary and secondary alcohols are oxidized respectively to aldehydes and ketones in yields of 87-98%. [5] Like other oxidations by Cr(VI), the stoichiometry of the oxidations is complex because the metal undergoes 3e reduction and the substrate is oxidized by 2 ...
The Sarett oxidation is an organic reaction that oxidizes primary and secondary alcohols to aldehydes and ketones, respectively, using chromium trioxide and pyridine.Unlike the similar Jones oxidation, the Sarett oxidation will not further oxidize primary alcohols to their carboxylic acid form, neither will it affect carbon-carbon double bonds. [1]
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.