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215465

Sigma-Aldrich

Mercury(II) chloride

ACS reagent, ≥99.5%

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:
12352302
PubChem Substance ID:
329752169
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor pressure

1.3 mmHg ( 236 °C)

assay

≥99.5%

form

powder

reaction suitability

reagent type: catalyst
core: mercury

reduction residue

≤0.02%

mp

277 °C (lit.)

solubility

acetic acid: soluble(lit.)
acetone: soluble in salt form(lit.)
alcohol: soluble(lit.)
diethyl ether: passes test
ethyl acetate: soluble(lit.)
glycerol: soluble(lit.)
water: soluble(lit.)

cation traces

Fe: ≤0.002%

SMILES string

Cl[Hg]Cl

InChI

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

Inchi Key

LWJROJCJINYWOX-UHFFFAOYSA-L

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General description

Mercury (II) chloride is an inorganic salt commonly used as a catalyst in organic synthesis.

Application

Mercury (II) chloride can be used as a catalyst for the:
  • Addition reaction between aromatic amines to terminal acetylenes to give imines, enamines, and 1,2,3,4-tetrahydroquinoline derivatives.
  • Cyclization of amidinothioureas with phenyl hydrazine to produce 3-amino-1,2,4-triazole derivatives.
  • Cyclization of O-propargyl glycolaldehyde dithioacetals to afford 3-pyranones along with 2,5-dihydrofuran-3-carboxaldehydes through their dithioketals and dithioacetals reaction.
  • Reductive dimerization and cyclization of α,β-unsaturated ketones produce functionalized cyclopentanols using N,N-dimethylformamide as solvent.

signalword

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

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Eagleson M.
Concise Encyclopedia Chemistry, 498-498 (1994)
Mercury(II) Chloride.
Koc ovsky P.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
Ashley E Peppriell et al.
Toxicology, 443, 152561-152561 (2020-08-18)
Methylmercury (MeHg) is a ubiquitous environmental contaminant and developmental toxicant known to cause a variety of persistent motor and cognitive deficits. While previous research has focused predominantly on neurotoxic MeHg effects, emerging evidence points to a myotoxic role whereby MeHg
Vasco Branco et al.
Free radical biology & medicine, 52(4), 781-793 (2011-12-27)
Mercury compounds exert toxic effects via interaction with many vital enzymes involved in antioxidant regulation, such as selenoenzymes thioredoxin reductase (TrxR) and glutathione peroxidase (GPx). Selenium supplementation can reactivate the mercury-inhibited TrxR and recover the cell viability in vitro. To
Igor Shuryak et al.
Scientific reports, 9(1), 11361-11361 (2019-08-08)
Exposure to chronic ionizing radiation (CIR) from nuclear power plant accidents, acts of terrorism, and space exploration poses serious threats to humans. Fungi are a group of highly radiation-resistant eukaryotes, and an understanding of fungal CIR resistance mechanisms holds the
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