mercury(2+) ion diacetate

• ChemBase ID: 128268
• Molecular Formular: C4H6HgO4
• Molecular Mass: 318.67804
• Monoisotopic Mass: 319.99725167
• SMILES: [Hg+2].[O-]C(=O)C.[O-]C(=O)C
• Canonical SMILES: [O-]C(=O)C.[O-]C(=O)C.[Hg+2]
• InChI: InChI=1S/2C2H4O2.Hg/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
• InChIKey: BRMYZIKAHFEUFJ-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: mercury(2+) ion diacetate
• IUPAC Traditional name: mercury(2+) ion diacetate
• Synonyms: Mercury(II) acetate, ACS; Acetic acid mercury(II) salt; Mercury(II) acetate; mercuric acetate; mercuriacetate; Mercury(II) acetate; 乙酸汞(II), ACS; 乙酸汞(II)

Database IDs

• CAS Number: 1600-27-7
• EC Number: 216-491-1
• MDL Number: MFCD00012165
• Beilstein Number: 3563831
• Merck Index: 145873
• PubChem SID: 162222576
• PubChem CID: 15337
• CHEBI ID: 33211
• Chemspider ID: 14599
• Unique Ingredient Identifier: R0G1MCT8Y5
• Wikipedia Title: Mercury(II)_acetate

CALCULATED PROPERTIES

• Acid pKa: 4.54344
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.2242727
• LogD (pH = 7.4): -2.9968748
• Log P: -0.22334571
• Molar Refractivity: 23.4808 cm^3
• Polarizability: 4.912116 Å^3
• Polar Surface Area: 40.13 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 25 g/100 mL (10 °C) ; 100 g/100 mL (100 °C) in water; soluble in alcohol, diethyl ether
• Apperance: Crystalline; white-yellow crystals
• Melting Point: 179 °C (decomposes); 179-182°C
• Density: 3.28; 3.28 g/cm3, solid
• Odor: mild vinegar odor

Safety Information

• Storage Warning: Light Sensitive
• RTECS: AI8575000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: UN1629
• Hazard Class: 6.1
• Packing Group: II
• Risk Statements: 26/27/28-33-50/53
• Safety Statements: 13-28-45-60-61
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS08; GHS09
• NFPA704:
  

  0

  3

  0
• GHS Hazard statements: H300-H310-H330-H373-H400-H410
• GHS Precautionary statements: P280H-P273-P302+P352-P309-P310-P501A

Product Information

• Purity: 98.0% min; 98+%

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).