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Lead(IV) acetate or lead tetraacetate is an metalorganic compound with chemical formula Pb(C 2 H 3 O 2) 4. It is a colorless solid that is soluble in nonpolar, organic solvents, indicating that it is not a salt. It is degraded by moisture and is typically stored with additional acetic acid. The compound is used in organic synthesis. [2]
The Criegee oxidation is a glycol cleavage reaction in which vicinal diols are oxidized to form ketones and aldehydes using lead tetraacetate. It is analogous to the use of periodate (Malaprade reaction) but uses a milder oxidant. This oxidation was discovered by Rudolf Criegee and coworkers and first reported in 1931 using ethylene glycol as ...
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.
Another reagent is lead tetraacetate (Pb(OAc) 4). [4] These I- and Pb-based methods are called the Malaprade reaction and Criegee oxidation, respectively. The former is favored for aqueous solutions, the latter for nonaqueous solutions. [1] Cyclic intermediate are invariably invoked. The ring then fragments, with cleavage of the carbon–carbon ...
Lead(II) oxide is also soluble in alkali hydroxide solutions to form the corresponding plumbite salt. [2] PbO + 2 OH − + H 2 O → Pb(OH) 2− 4. Chlorination of plumbite solutions causes the formation of lead's +4 oxidation state. Pb(OH) 2− 4 + Cl 2 → PbO 2 + 2 Cl − + 2 H 2 O. Lead dioxide is representative of the +4 oxidation state ...
The Hofmann rearrangement (Hofmann degradation) is the organic reaction of a primary amide to a primary amine with one less carbon atom. [1] [2] [3] The reaction involves oxidation of the nitrogen followed by rearrangement of the carbonyl and nitrogen to give an isocyanate intermediate.
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 proton transfers and the formation of an oxygen-oxygen bond.
Lead acetate is soluble in water and glycerin. With water it forms the trihydrate, Pb(OAc) 2 ·3H 2 O, a colourless or white efflorescent monoclinic crystalline substance. The substance is used as a reagent to make other lead compounds and as a fixative for some dyes.