5423. Lead Tetraacetate

Nomenclature

CAS number: 546-67-8
C8H12O8Pb; mol wt 443.38.
C 21.67%, H 2.73%, O 28.87%, Pb 46.73%.
Pb(CH3COO)4.

Description and references

Prepd from Pb3O4 and glacial acetic acid preferably in the presence of some acetic anhydride: Dimroth, Schweizer, Ber. 56, 1375 (1923); Bailar, Inorg. Synth. 1, 47 (1939); Baudler in Handbook of Preparative Inorganic Chemistry vol. 1, G. Brauer, Ed. (Academic Press, New York, 2nd ed., 1963) p 767. Prepn by electrolysis: Fioshin, Gus'kov, Dokl. Akad. Nauk SSSR 112, 303 (1957), C.A. 51, 16146 (1957); Sataev et al., Khim. Prom. (Moscow) 46, 892 (1970), C.A. 74, 49005x (1971). Reviews of prepn and use as oxidizing agent: Criegee “Oxidations with Lead Tetraacetate” in Oxidation in Organic Chemistry, Part A, K. B. Wiberg, Ed. (Academic Press, New York, 1965) pp 277-366; Zyka, Pure Appl. Chem. 13, 569-581 (1966).

Properties

Colorless monoclinic prisms from glacial acetic acid. Turns pink easily. Unstable in air. Hydrolyzed by water with the formation of brown lead dioxide and acetic acid. Avoid contact with skin. d417 2.228. mp 175-180°. Sol in hot glacial acetic acid, benzene, chloroform, tetrachloroethane, nitrobenzene. Dissolves in concd halogen acids with the formation of haloplumbic acids, H2PbX6. The dry material can be stored in sealed, evacuated ampuls.

Use

Selective oxidizing agent in organic syntheses: Criegee, Angew. Chem. 53, 321 (1940); Newer Methods of Preparative Organic Chemistry (Interscience, N. Y., 1948) pp 1-17.