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Merck
CN

V001972

Sigma-Aldrich

Mercury(II) chloride

Synonym(s):

Mercuric chloride

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About This Item

Linear Formula:
HgCl2
CAS Number:
7487-94-7
Molecular Weight:
271.50
EC Number:
231-299-8
MDL number:
MFCD00011041
UNSPSC Code:
12352300
PubChem Substance ID:
329828316

Key Documents

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vapor pressure

1.3 mmHg ( 236 °C)

mp

277 °C (lit.)

SMILES string

Cl[Hg]Cl

InChI

1S/2ClH.Hg/h2*1H;/q;;+2/p-2

InChI key

LWJROJCJINYWOX-UHFFFAOYSA-L

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Application

Mercury(II) chloride (HgCl2) can be used as a catalyst to synthesize:
  • Imines, enamines, and 1,2,3,4-tetrahydroquinoline derivatives by the addition of aromatic amines to terminal acetylenes.
  • N-substituted 2,5-dialkylpyrrolidines from unsaturated amines.
  • 5-aminotetrazoles by the electrocyclization reaction between azide and thioureas.
  • Cyclopentanols from α, β-unsaturated ketones in the presence of zinc via reductive dimerization and cyclization.

It can also be used as a precursor for the preparation of Hg(II) imprinted and non-imprinted copolymers for the separation of Hg(II) from natural water.

Disclaimer

For U.S. Customers: Contains mercury; Do not place in trash - dispose according to local, state, or federal laws.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Muta. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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R A Batey et al.
Organic letters, 2(20), 3237-3240 (2000-09-29)
A general method for the synthesis of 5-aminotetrazoles is outlined using the mercury(II)-promoted attack of azide anion on a thiourea. The reaction proceeds through a guanyl azide intermediate, which undergoes electrocyclization to the tetrazole. The method is high yielding and
Mercury-catalyzed synthesis of heterocycles
Kaur N
Synthetic Communications, 48(21), 2715-2749 (2018)
Catalytic and non-catalytic addition of aromatic amines to terminal acetylenes in the presence of mercury (II) chloride and acetate
Barluenga J, et al.
Journal of the Chemical Society. Perkin Transactions 1, 2732-2737 (1980)
Highly selective determination of inorganic mercury (II) after preconcentration with Hg (II)-imprinted diazoaminobenzene-vinylpyridine copolymers
Liu Y, et al.
Analytica Chimica Acta, 538(1-2), 85-91 (2005)
Zinc mediated reductive dimerization and cyclization of α β-unsaturated ketones in the presence of a catalytic amount of mercury (II) chloride.
Kapoor KK, et al.
Tetrahedron Letters, 46(37), 6253-6255 (2005)
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