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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. Glycol cleavage - Wikipedia

    en.wikipedia.org/wiki/Glycol_cleavage

    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 ...

  5. Organolead chemistry - Wikipedia

    en.wikipedia.org/wiki/Organolead_chemistry

    Reaction of a lead(II) source with sodium cyclopentadienide gives the lead metallocene, plumbocene. Certain arene compounds react directly with lead tetraacetate to aryl lead compounds in an electrophilic aromatic substitution. For instance anisole with lead tetraacetate forms p-methoxyphenyllead triacetate: [4]

  6. Lead compounds - Wikipedia

    en.wikipedia.org/wiki/Lead_compounds

    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 ...

  7. Alcohol oxidation - Wikipedia

    en.wikipedia.org/wiki/Alcohol_oxidation

    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.

  8. Lead oxide - Wikipedia

    en.wikipedia.org/wiki/Lead_oxide

    Lead oxides are a group of inorganic compounds with formulas including lead (Pb) and oxygen (O). Common lead oxides include: Lead(II) oxide, PbO, litharge (red), massicot (yellow) Lead tetroxide or red lead, Pb 3 O 4, minium, which is a lead (II,IV) oxide and may be thought of as lead(II) orthoplumbate(IV) [Pb 2+] 2 [PbO 4− 4], vivid orange ...

  9. Barton reaction - Wikipedia

    en.wikipedia.org/wiki/Barton_reaction

    The unusual alkyl nitrite starting material of the Barton reaction is prepared by attack of an alcohol on a nitrosylium cation generated in situ by dehydration of doubly protonated nitrous acid. [6] 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.