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Lead(IV) acetate

Lead(IV) acetate
Lead-tetraacetate-3D-balls.png
Names
IUPAC name
Lead(IV) acetate
Other names
Lead tetraacetate
Identifiers
3D model (JSmol)
ChEBI
ECHA InfoCard 100.008.099
PubChem CID
Properties
Pb(C2H3O2)4
Molar mass 443.376 g/mol
Appearance colorless or pink crystals
Odor vinegar
Density 2.228 g/cm3 (17 °C)
Melting point 175 °C (347 °F; 448 K)
Boiling point decomposes
soluble,reversible hydrolysis
Solubility reacts with ethanol
soluble in chloroform, benzene, nitrobenzene, hot acetic acid, HCl, tetrachloroethane
Hazards
Main hazards Toxic
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Lead(IV) acetate or lead tetraacetate is a chemical compound with chemical formula Pb(C2H3O2)4. It is a colorless solid that is soluble in nonpolar organic solvents, indicative 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.

In the solid state the lead(IV) centers are coordinated by four acetate ions, which are bidentate, each coordinating via two oxygen atoms. The lead atom is 8 coordinate and the O atoms form a flattened trigonal dodecahedron.

It is typically prepared by treating of red lead with acetic acid and acetic anhydride (Ac2O), which absorbs water. The net reaction is shown:

The remaining lead(II) acetate can be partially oxidized to the tetraacetate:

Lead tetraacetate is a strong oxidizing agent, a source of acetyloxy groups and a general reagent for the introduction of lead into organolead compounds. Some of its many uses in organic chemistry:

Lead(IV) acetate may be fatal if ingested, inhaled, or absorbed through skin. It causes irritation to skin, eyes, and respiratory tract. It is a neurotoxin. It affects the gum tissue, central nervous system, kidneys, blood, and reproductive system.


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