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Lead(IV) acetate

Organometallic compound (Pb(C2H3O2)4) From Wikipedia, the free encyclopedia

Lead(IV) acetate
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Lead(IV) acetate or lead tetraacetate is an metalorganic compound with chemical formula (CH3CO2)4Pb, often abbreviated as Pb(OAc)4, where Ac is acetyl. 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]

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Structure

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.[3]

Preparation

It is typically prepared by treating of red lead with acetic acid and acetic anhydride (Ac2O), which absorbs water. The net reaction is shown:[4][5]

Pb3O4 + 4 Ac2O → Pb(OAc)4 + 2 Pb(OAc)2

The remaining lead(II) acetate can be partially oxidized to the tetraacetate by Cl2, with a PbCl2 by-product:

2 Pb(OAc)2 + Cl2 → Pb(OAc)4 + PbCl2

Reagent in organic chemistry

Lead tetraacetate is a strong oxidizing agent,[6] a source of acetyloxy groups, and a general reagent for the preparation of organolead compounds. Some of its many uses in organic chemistry:

Thumb
oxidative cleavage of allyl alcohols

Safety

Lead(IV) acetate is toxic, because of lead. It is a neurotoxin. It badly affects the gum tissue, central nervous system, kidneys, blood, and reproductive system.

References

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