ChemicalBook > Product Catalog >Organic Chemistry >Carboxylic acids and derivatives >Carboxylic Acid Salts >MERCURIC ACETATE

MERCURIC ACETATE

MERCURIC ACETATE Basic information
Product Name:MERCURIC ACETATE
Synonyms:Aceticacid,mercury(2+)salt;aceticacid,mercury(2++)salt;ai3-04458;bis(acetyloxy)mercury;diacetoxymercury;epapesticidechemicalcode052104;mercuriacetate;mercuricdiacetate
CAS:1600-27-7
MF:C4H6HgO4
MW:318.68
EINECS:216-491-1
Product Categories:metal acetate salt;Organic-metal salt;Catalysis and Inorganic Chemistry;Chemical Synthesis;Materials Science;Mercury;Mercury Salts;Metal and Ceramic Science;Salts
Mol File:1600-27-7.mol
MERCURIC ACETATE Structure
MERCURIC ACETATE Chemical Properties
Melting point 179-182 °C(lit.)
density 3,29 g/cm3
vapor density 11 (vs air)
storage temp. Store at RT.
solubility Water (Slightly)
form Solid
Specific Gravity3.27
color White to almost white
OdorSlight acetic acid odor
Water Solubility Soluble in water.
Sensitive Light Sensitive
Hydrolytic Sensitivity0: forms stable aqueous solutions
Merck 14,5873
BRN 3563831
Stability:Stable. Incompatible with strong oxidizing agents, strong bases. May decompose upon exposure to light.
CAS DataBase Reference1600-27-7(CAS DataBase Reference)
EPA Substance Registry SystemMercuric acetate (1600-27-7)
Safety Information
Hazard Codes T+,N
Risk Statements 26/27/28-33-50/53
Safety Statements 13-28-36-45-60-61
RIDADR UN 1629 6.1/PG 2
WGK Germany 3
RTECS AI8575000
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 28521000
Hazardous Substances Data1600-27-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
MERCURIC ACETATE Usage And Synthesis
DescriptionMercury (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 PropertiesMercuric acetate is a white crystalline solid with a mild vinegar-like odor.
Chemical PropertiesMercuric 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 propertiesMercury(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.
UsesUsed in determination of nitrate in chromium compounds
UsesMercuric 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.
UsesChiefly for mercuration of organic compounds; for the absorption of ethylene.
ReactionsArenes 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 DescriptionWhite 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 ReactionsWater soluble. Decomposed by water to form a yellow insoluble product.
Reactivity ProfileMERCURIC ACETATE is incompatible with acetylene, ammonia, chlorine dioxide, azides, calcium (amalgam formation), sodium carbide, lithium, rubidium, and copper .
HazardToxic by ingestion, inhalation, and skin absorption; strong irritant.
Health HazardMERCURIC ACETATE may cause death by hypovolemic shock or kidney failure. Chronic exposure may lead to kidney failure.
Fire HazardWhen heated to decomposition, MERCURIC ACETATE emits toxic fumes of mercury. Avoid light.
Safety ProfilePoison 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 ExposureMercuric 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.
First aidIf this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Speed in removing material from skin is of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. If victim is conscious, administer water or milk. Do not induce vomiting. Medical observation is recommended for 2448 h after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a corticosteroid spray. Antidotes and special procedures for medical personnel: The drug NAP (n-acetyl penicillamine) has been used to treat mercury poisoning, with mixed success. Note to physician: For severe poisoning BAL [British AntiLewisite, dimercaprol, dithiopropanol (C3H8OS2)] has been used to treat toxic symptoms of certain heavy metals poisoning including mercury. Although BAL is reported to have a large margin of safety, caution must be exercised, because toxic effects may be caused by excessive dosage. Most can be prevented by premedication with 1-ephedrine sulfate (CAS: 134-72-5).
storageColor Code—Blue: Health Hazard/Poison: Store in a secure poison location. Prior to working with this chemical you should be trained on its proper handling and storage. Store in tightly closed containers in a cool, wellventilated area away from oxidizers (such as perchlorates, peroxides, permanganates, chlorates and nitrates), light, heat, and acids.
ShippingUN1629 Mercury acetate, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Purification MethodsRecrystallise it from glacial acetic acid. POISONOUS. [Beilstein 2 IV 114.]
IncompatibilitiesIncompatible 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.
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