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Mercury(II) acetate is used as a reagent to prepare organomercury compounds and to remove the acetamidomethyl protecting group in organic synthesis. It is also involved in the oxymercuration reactions as well as to prepare dithiocarbonates from thiocarboantes.It finds application as a catalyst in organic synthesis, pharmaceuticals and absorption of ethylene.
The solvomercuration of alkenes by Hg(OAc)2, with demercuration by NaBH4, is a useful method for the Markovnikov hydration of alkenes; reviews: Angew. Chem. Int. Ed., 17, 27 (1978); Tetrahedron, 38, 1713 (1982). See, e.g.: Org. Synth. Coll., 6, 766 (1988):
Intramolecular oxy- or amino-mercuration is a useful route to oxygen or nitrogen heterocycles: J. Heterocycl. Chem., 11, 771 (1974); 13, 349 (1976); 15, 1313 (1978):
For an improved method for the synthesis of substituted pyrrolidines using TBTH as reducing agent, avoiding the reaction reversal encountered with borohydride, see: Synth. Commun., 26, 1507 (1996).
Mercuration/demercuration of aliphatic isocyanates provides a mild route to primary amines: Tetrahedron Lett., 36, 8859 (1995).
For a review of organomercurials in synthesis, see: Tetrahedron, 38, 1713 (1982).
Schmidt, E. Y.; Vasiltsov, A. M.; Zorina, N. V.; Ivanov, A. V.; Mikhaleva, A. I.; Trofimov, B. A. Devinylation of N-vinylpyrroles using mercury(II) acetate. Chem. Heterocycl. Compd. 2012, 47 (10), 1300-1303.
Dehghanpour, S.; Jahani, K.; Mahmoudi, A.; Babakhodaverdi, M.; Notash, B. In situ hydrothermal synthesis of 2D mercury(I)-organic framework from 3-aminopyrazine-2-carboxylic acid and mercury(II) acetate. Inorg. Chem. Commun. 2012, 25, 79-82.
Hazard Statements: H300-H310-H330-H373
Fatal if swallowed. Fatal in contact with skin. Fatal if inhaled. May cause damage to organs through prolonged or repeated exposure.
Precautionary Statements: P273-P280h-P309-P310a-P302+P352a-P501a
Avoid release to the environment. Wear protective gloves/clothing. IF exposed or if you feel unwell: Immediately call a POISON CENTER/doctor IF ON SKIN: Wash with plenty of water. Dispose of contents/container in accordance with local/regional/national/international regulations.