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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 ...
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]
Tarnished lead (left) and shiny lead (right) Compounds of lead exist with lead in two main oxidation states: +2 and +4. The former is more common. Inorganic lead(IV) compounds are typically strong oxidants or exist only in highly acidic solutions. [1] Red α-PbO and yellow β-PbO The mixed valence oxide Pb 3 O 4 Black PbO 2 which is a strong ...
It was also observed, that the addition of lead tetraacetate can facilitate the Stieglitz rearrangement of amine derivatives. [32] After the formation of the activated amine derivative intermediate by coordination to the lead center, the following rearrangement again proceeds via migration of the aromatic group under formation of a C–N bond ...
Lead(II) acetate is a white crystalline chemical compound with a slightly sweet taste. Its chemical formula is usually expressed as Pb(CH 3 COO) 2 or Pb(OAc) 2, where Ac represents the acetyl group. Like many other lead compounds, it causes lead poisoning. Lead acetate is soluble in water and glycerin.
Lead sesquioxide, Pb 2 O 3, which is a lead (II,IV) oxide as well (lead(II) metaplumbate(IV) [Pb 2+][PbO 2− 3]), reddish yellow Pb 12 O 19 , monoclinic, dark-brown or black crystals The so-called black lead oxide , which is a mixture of PbO and fine-powdered Pb metal and used in the production of lead–acid batteries .
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.