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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in water.
Notes
Light sensitive. Incompatible with strong oxidizing agents, strong acids and strong bases.
RUO – Research Use Only
General References:
- 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.; Vasil’tsov, 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.