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Ethylene glycol (IUPAC name: ethane-1,2-diol) is an organic compound (a vicinal diol [7]) with the formula (CH 2 OH) 2. It is mainly used for two purposes: as a raw material in the manufacture of polyester fibers and for antifreeze formulations. It is an odorless, colorless, flammable, viscous liquid.
Although the classic substrate for the Criegee oxidation are 1,2-diols, the oxidation can be employed with β-amino alcohols, [10] α-hydroxy carbonyls, [11] and α-keto acids, [12] In the case of β-amino alcohols, a free radical mechanism is proposed. The Criegee oxidation can also be employed with 2,3-epoxy alcohols forms α-acetoxy carbonyls.
Dihydroxylation is the process by which an alkene is converted into a vicinal diol. Although there are many routes to accomplish this oxidation, the most common and direct processes use a high-oxidation-state transition metal (typically osmium or manganese). The metal is often used as a catalyst, with some other stoichiometric oxidant present. [1]
Water oxidation is one of the half reactions of water splitting: 2H 2 O → O 2 + 4H + + 4e − Oxidation (generation of dioxygen) 4H + + 4e − → 2H 2 Reduction (generation of dihydrogen) 2H 2 O → 2H 2 + O 2 Total Reaction Of the two half reactions, the oxidation step is the most demanding because it requires the coupling of 4 electron and ...
The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water. Thus, the oxidation of a primary alcohol at the aldehyde level without further oxidation to the carboxylic acid is possible by performing the reaction ...
Propane-2,2-diol, an example of a geminal diol. A geminal diol has two hydroxyl groups bonded to the same atom. These species arise by hydration of the carbonyl compounds. The hydration is usually unfavorable, but a notable exception is formaldehyde which, in water, exists in equilibrium with methanediol H 2 C(OH) 2
[1,3] diols have a tendency to eliminate water following the monooxidation by Fétizon's reagent to form an enone. [8] Upon oxidation with Fetizon's reagent, a 1,3 diol may eliminate water to produce an enone. Under differing structural conditions, [1,2] diols can form diketones in the presence of Fétizon's reagent.
The reaction mechanism of the Sharpless dihydroxylation begins with the formation of the osmium tetroxide – ligand complex (2). A [3+2]-cycloaddition with the alkene (3) gives the cyclic intermediate 4. [9] [10] Basic hydrolysis liberates the diol (5) and the reduced osmate (6).