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  2. Lead (IV) acetate - Wikipedia

    en.wikipedia.org/wiki/Lead(IV)_acetate

    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]

  3. Criegee oxidation - Wikipedia

    en.wikipedia.org/wiki/Criegee_oxidation

    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 ...

  4. Stieglitz rearrangement - Wikipedia

    en.wikipedia.org/wiki/Stieglitz_rearrangement

    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 ...

  5. Glycol cleavage - Wikipedia

    en.wikipedia.org/wiki/Glycol_cleavage

    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]

  6. Hofmann rearrangement - Wikipedia

    en.wikipedia.org/wiki/Hofmann_rearrangement

    Sodium hypochlorite, [4] lead tetraacetate, [5] N-bromosuccinimide, and (bis(trifluoroacetoxy)iodo)benzene [6] can effect a Hofmann rearrangement. The intermediate isocyanate can be trapped with various nucleophiles to form stable carbamates or other products rather than undergoing decarboxylation.

  7. Barton reaction - Wikipedia

    en.wikipedia.org/wiki/Barton_reaction

    This series of steps is mechanistically identical to the first half of the mechanism formation of the more well-known aryl and alkyl diazonium salts. While the synthesis of alkyl nitrites from nitrosyl chloride is known and oft-employed in the context of complex molecule synthesis, the reaction is reversible and the products are in ...

  8. Lead (II) acetate - Wikipedia

    en.wikipedia.org/wiki/Lead(II)_acetate

    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.

  9. Organolead chemistry - Wikipedia

    en.wikipedia.org/wiki/Organolead_chemistry

    Organolead chemistry is the scientific study of the synthesis and properties of organolead compounds, which are organometallic compounds containing a chemical bond between carbon and lead. The first organolead compound was hexaethyldilead (Pb 2 (C 2 H 5 ) 6 ), first synthesized in 1858. [ 1 ]