Synthesis of lead tetraacetate (lead(IV) acetate)

Preparation of lead tetraacetate

Preparation of lead tetraacetate by oxidizing lead diacetate with chlorine

The following method is preferred for the preparation of large amounts of lead tetraacetate. Furthermore, the yield is better and a colorless product is more easily obtained.

Preparation of lead tetraacetate by oxidizing lead diacetate with chlorine

Preparation of lead tetraacetate by oxidizing lead diacetate with chlorine

A 5-liter three-necked flask fitted with a mechanical stirrer, a thermometer, and a 10-mm gas inlet tube is charged with 2500 ml of glacial acetic acid and 700 ml of acetic anhydride and the mixture is warmed to 60° C. Dry chlorine gas is passed into the solution with stirring and 700 grams of dry red lead powder is added in 15-20 grams portions, each addition being made only after the color due to the previous portion has faded. The temperature is maintained at 60-75° C throughout the addition, which takes about 2 hours. When the reaction is complete, 1-2 grams of activated carbon is added to the hot mixture containing precipitated lead chloride and the suspension at 75° C is filtered rapidly by suction using a large preheated Buchner funnel. The residue consisting largely of lead chloride is treated with 100 ml of warm acetic acid, filtered, and the extraction process of residue is repeated twice. The combined filtrates on cooling deposit the lead tetraacetate as colorless needles, which are collected, dried in a vacuum desiccator, and stored out of contact with moist air. The yield of lead tetraacetate is 500-550 g. Lead tetraacetate prepared by described method is 94-95% pure and contains a small amount of lead chloride but is entirely satisfactory for most purposes. A purer product can be obtained by recrystallization, but the process is attended with considerable loss. Distillation of the filtrate gives acetic acid satisfactory for use in another preparation of lead tetraacetate.

J. Am. Chem. Soc., 61, 972, 1939

Experiments in Organic Chemistry, L. F. Fieser, 437, 1941

Preparation of lead tetraacetate from lead(II,IV) oxide and acetic acid

In the procedure given below lead tetraacetate is prepared by warming red lead with acetic acid in the presence of enough acetic anhydride to combine with the water formed in the reaction.

Preparation of lead tetraacetate by oxidizing lead diacetate with chlorine

Preparation of lead tetraacetate by oxidizing lead diacetate with chlorine

A mixture of 600 ml of glacial acetic acid and 400 ml of acetic anhydride in a wide-mouthed or three-necked flask is heated to 55° C with mechanical stirring, and 700 grams (or 1.02 moles) of dry red lead powder is added in portions of 15-20 grams. A fresh addition is made only after the color due to the preceding portion has largely disappeared, and the temperature is kept between 55 and 8o° C. At the end of the reaction the thick and somewhat dark solution is cooled and the crystalline lead tetraacetate which separates is collected and washed with acetic acid. The crude lead tetraacetate without being dried is dissolved in hot acetic acid and the solution is decolorized with activated carbon, filtered, and cooled, yielding 320-350 grams. Purified lead tetraacetate is dried in a vacuum desiccator over potassium hydroxide and stored in the desiccator.

Ber., 56, 1375, 1923

Experiments in Organic Chemistry, L. F. Fieser, 436-437, 1941

IUPAC Name

lead(2+);tetraacetate

InChI

InChI=1S/4C2H4O2.Pb/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;;;;+2/p-4

InChI Key

ACKFDYCQCBEDNU-UHFFFAOYSA-J

Canonical SMILES

CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Pb+2]

MeSH Synonyms

lead tetraacetate, lead tetraacetate, (203)lead-labeled

Depositor-Supplied Synonyms

Lead tetracetate, Lead(IV)acetate, LEAD TETRAACETATE, Lead acetate, tetra-, Lead(IV) acetate, Lead acetate (Pb(OAc)4), Acetic acid, lead(4+) salt, HSDB 640, Lead acetate (Pb(O2C2H3)4), EINECS 208-908-0, plumbous tetraacetate, lead(2+) tetraacetate, AC1L1WGW, UNII-CFN24B03DB, CFN24B03DB, acetate, lead(2+) salt (4:1), AKOS015904608, AN-45809, LS-12313, I14-16512, 3B3-034132, 612524-90-0

Removed Synonyms

Plumbic acetate, |E?-lead(2+) ion tetraacetate, CID11025, Acetic acid, lead(4+) salt (4:1), 546-67-8

IUPAC Name

lead;tetraacetate

InChI

InChI=1S/4C2H4O2.Pb/c4*1-2(3)4;/h4*1H3,(H,3,4);/p-4

InChI Key

NVTAREBLATURGT-UHFFFAOYSA-J

Canonical SMILES

CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Pb]

MeSH Synonyms

lead tetraacetate, lead tetraacetate, (203)lead-labeled

Depositor-Supplied Synonyms

LEAD TETRAACETATE, Lead(IV) acetate, 546-67-8, Lead (IV) Acetate, lead tetra-acetate, Lead (IV) Aceate, ACMC-1AO11, CTK3J2201, ANW-41172, RTR-019323, TRA0061513, SC-54000, TR-019323, L0021

Removed Synonyms

Lead tetracetate, lead(4+) tetraacetate, JEHCHYAKAXDFKV-UHFFFAOYSA-J, lead tetraacetate, (203)lead-labeled, CID9846230, CID 9846230, C029433, 61047-43-6

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