1600-27-7 Usage
Chemical Description
Mercuric acetate is a salt of mercury and acetic acid.
Description
Mercury (II) acetate is the chemical compound with the formula Hg(O2CCH3)2. Commonly abbreviated Hg (OAc)2, this compound is employed as a reagent to generate organomercury compounds from unsaturated organic precursors.
Chemical Properties
Different sources of media describe the Chemical Properties of 1600-27-7 differently. You can refer to the following data:
1. Mercuric acetate is a white crystalline solid
with a mild vinegar-like odor.
2. Mercuric acetate, Hg(C2H3O2)2 , is a toxic, light-sensitive white powder, soluble in water,alcohol,and acetic acid. On exposure to heat, mercuric acetate produces toxic fumes of mercury/mercuric oxide. Mercuric acetate is incompatible with chromic acid, chromic anhydride, nitric acid, perchloric acid, permanganates, sodium peroxide, potassium hydroxide, hydrogen peroxides, acid anhydrides, and strong oxidising agents.
Physical properties
Mercury(II) acetate is a crystalline solid consisting of isolated Hg(OAc)2 molecules with Hg-O distances of 2.07 ?. Three long, weak intermolecular Hg···O bonds of about 2.75 ? are also present,resulting in a slightly distorted square pyramidal coordination geometry at Hg.
Uses
Different sources of media describe the Uses of 1600-27-7 differently. You can refer to the following data:
1. Mercuric acetate is used as an oxidizing agent in organic synthesis. It is used in oxymercuration of double bonds. Mercuric acetate is used in non-aqueous titration. It is employed in the manufacture of phenyl mercury compounds which have pharmaceutical applications. It removes the acetamidomethyl protecting group from protected thiol, and converts thiocarbonate esters into dithiocarbonates. It promotes the addition of hydroxide and alkoxide across carbon-carbon double bonds.
2. Used in determination of nitrate in chromium compounds
3. Chiefly for mercuration of organic compounds; for the absorption of ethylene.
Reactions
Arenes undergo "mercuration" upon treatment with Hg(OAc)2. The one acetate group that remains on mercury can be displaced by chloride : C6H5OH + Hg(OAc)2 → C6H4(OH)-2-HgOAc + HOAc C6H4(OH)-2-HgOAc + NaCl → C6H4(OH)-2-HgCl + NaOAc The Hg2+ center binds to alkenes, inducing the addition of hydroxide and alkoxide. For example, treatment of methylacrylate with mercuric acetate in methanol gives an α - mercuri ester : Hg(OAc)2 + CH2 = CHCO2CH3 + CH3OH → CH3OCH2CH(HgOAc)CO2CH3+ HOAc Mercury(II) has a high affinity for sulfur ligands. Hg (OAc)2 can be used as a reagent to remove the acetamidomethyl protecting group, which is used to "protect" thiol groups in organic synthesis. Similarly Hg(OAc)2 is a standard reagent to convert thiocarbonate esters into dithiocarbonates: (RS)2C=S + H2O + Hg(OAc)2 → (RS)2C=O + HgS + 2 HOAc Mercury (II) acetate is used for oxymercuration reactions.
General Description
White crystalline solid with an odor of vinegar. Sensitive to light. Density 3.25 g / cm3. Toxic by inhalation (dust, etc.) and by ingestion.
Air & Water Reactions
Water soluble. Decomposed by water to form a yellow insoluble product.
Reactivity Profile
MERCURIC ACETATE is incompatible with acetylene, ammonia, chlorine dioxide, azides, calcium (amalgam formation), sodium carbide, lithium, rubidium, and copper .
Hazard
Toxic by ingestion, inhalation, and skin
absorption; strong irritant.
Health Hazard
MERCURIC ACETATE may cause death by hypovolemic shock or kidney failure. Chronic exposure may lead to kidney failure.
Fire Hazard
When heated to decomposition, MERCURIC ACETATE emits toxic fumes of mercury. Avoid light.
Safety Profile
Poison by ingestion,
intravenous, intraperitoneal, and
subcutaneous routes. Moderately toxic by
skin contact. An experimental teratogen.
Experimental reproductive effects. Mutation
data reported. When heated to
decomposition it emits toxic fumes of Hg.
See also MERCURY COMPOUNDS.
Potential Exposure
Mercuric acetate is used chiefly for
mercuration of organic compounds; for the absorption ofethylene; as a chemical intermediate for phenylmercuric
acetate; a mildewcide; and other organomercury compounds. It is used as a catalyst in organic synthesis; and in
the manufacture of pharmaceuticals.
Shipping
UN1629 Mercury acetate, Hazard Class: 6.1;
Labels: 6.1-Poisonous materials.
Purification Methods
Recrystallise it from glacial acetic acid. POISONOUS. [Beilstein 2 IV 114.]
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Light and heat can cause
decomposition.
Check Digit Verification of cas no
The CAS Registry Mumber 1600-27-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,0 and 0 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1600-27:
(6*1)+(5*6)+(4*0)+(3*0)+(2*2)+(1*7)=47
47 % 10 = 7
So 1600-27-7 is a valid CAS Registry Number.
InChI:InChI=1/C2H4O2.Hg/c1-2(3)4;/h1H3,(H,3,4);/p-1
1600-27-7Relevant articles and documents
Allen, E. R.,Cartlidge, J.,Taylor, M. M.,Tipper, C. F. H.
, p. 1442 - 1445 (1959)
NOVEL EP2 RECEPTOR AGONISTS
-
Page/Page column 9, (2013/11/19)
The compounds of formula (1), in which R1, R4, A and X have the meanings as given in the description, are novel effective EP2 agonists.
Syntheses, characterizations, and crystal structures of β-diketiminato compounds of pentafluorophenyl group 12 derivatives, HC{[C(Me)N(C6H3-2,6-i-Pr2)]2}MC 6F5 (M = Zn, Cd)
Aboulkacem, Said,Tyrra, Wieland,Pantenburg, Ingo
, p. 1569 - 1574 (2008/10/08)
The reactions of H2C[C(Me)N(C6H 3-2,6-i-Pr2)]2 ((DPP)2NacNacH) and Zn(C6F5)2·2 EtCN or Cd(C 6F5)2·2 MeCN in a molar ratio of approximately 1:1 selectively gave the derivatives (DPP) 2NacNacMC6F5 (M = Zn, Cd) in excellent yields. No reaction was observed between (DPP)2NacNacH and Hg(C 6F5)2 under similar conditions. Reactions with Hg(C6F5)OCOMe yielded the products of dismutation, Hg(C6F5)2 and Hg(OCOMe)2. (DPP) 2NacNacZnC6F5 crystallises as a 1:1 adduct with THF with two independent molecules per unit cell (triclinic, P1 (no. 2)). The zinc atom is tetrahedrally surrounded by the chelating ligand, the pentafluorophenyl group and one THF molecule. A similar situation is found in the 1:1 adduct of (DPP)2NacNacCdC6F5 and DMF (monoclinic, P21/n (no. 14)), while in the donor-free compound (CDCl3 and H2O co-crystallize) the cadmium atom is nearly ideally trigonal planar co-ordinated (orthorhombic, Pbnm (no. 62)).
Facile C-mercuration of bis(diphenylphosphino)methane
Lueser, Maria,Peringer, Paul
, p. 1916 - 1917 (2008/10/08)
The reaction of CH2(PPh2)2 with Hg(OAc) and [Hg(Me2SO)6](O3SCF3)2 leads to {(AcOHg)n CH2-n [PPh2-(HgOAc)]2}(O3SCF3)2 (n = 1, 2), which were characterized with 199Hg and 31P NMR spectroscopy.
