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(Acetato-kappaO)(2-methoxyethyl)mercury

HCID 16682936
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Grundinformationen

CAS
151-38-2
Standard-SMILES
COC[CH2][Hg][O]C(C)=O
InChIKey
AGJBKFAPBKOEGA-UHFFFAOYSA-M
Summenformel
C5H10HgO3
Durchschnittliche Molmasse
318,72 g/mol
Monoisotopische Masse
320,033638

Überblick

Crystals. Formerly used as a pesticide in seed treatment for cotton and small grains. Exhibits high fungicidal activity against leaf stripe of barley, stinking smut of wheat, snow mold of rye; against seedling diseases in beets and legumes, and for dressing "seed" potatoes, bulbs, and tubers. Not registered as a pesticide in the U.S. (EPA, 1998)

Namen und Bezeichner

Bevorzugter Name
(Acetato-kappaO)(2-methoxyethyl)mercury
IUPAC
acetyloxy(2-methoxyethyl)mercury

Namen und Synonyme

MercuranMerkuranRadosanMemaPanogen MetoxPanogen-Metox151-38-2METHOXYETHYLMERCURIC ACETATEMema RM2-Methoxyethylmercury acetatePanogen MMethoxyethylmercury acetate
Weitere Namen anzeigen
Cekusil universal AMethoxyethyl mercuric acetateAcetato(2-methoxyethyl)mercury(2-Methoxyethyl)mercury acetateMercury, acetoxy(2-methoxyethyl)-Ba 2743(Acetato-O)(2-methoxyethyl)mercuryMercury, (acetato)(2-methoxyethyl)-

Datenbank-Bezeichner

CAS
151-38-2
PubChem CID
16682936
DTXSID
DTXSID4058314
EC Number
205-790-2

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
35,5 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
4
Schwere Atome
9
Formalladung
0
Komplexität
84,3

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Metals, Organic Compounds
Color/FormWhite crystals
SolubilitySoluble in water; readily soluble in polar solvents, including methanol and ethylene glycol
CorrosivityCorrosive to iron and other metals.
Melting Point · 2 Einträge

40-42 °C

42 °C

Vapor Pressure · 2 Einträge

0.04 [mmHg]

0.00001 [mm Hg] @25 °C

Physical Description · 2 Einträge

Crystals. Formerly used as a pesticide in seed treatment for cotton and small grains. Exhibits high fungicidal activity against leaf stripe of barley, stinking smut of wheat, snow mold of rye; against seedling diseases in beets and legumes, and for dressing "seed" potatoes, bulbs, and tubers. Not registered as a pesticide in the U.S. (EPA, 1998)

White solid; [HSDB]

Stability/Shelf LifeStable at pH 9.5 to 11.5

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Gefahrenhinweise

Regulatory InformationThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Other Safety InformationIMAP assessments - Mercury, (acetato-O)(2-methoxyethyl)-: Environment tier I assessment
DOT LabelPoison
Fire HazardsWhen heated to decomposition, it emits toxic fumes of mercury. This material may burn but does not ignite readily. Container may explode in heat of fire. (EPA, 1998)
Health Hazards · 1 Eintrag

Highly toxic. Target organs are brain and central nervous system. Inhalation can cause lung damage; ingestion can cause kidney damage. Women of childbearing age and persons with eczema, renal or neurological disorders should not be exposed to mercurials. (EPA, 1998)

Hazards Summary · 1 Eintrag

Highly toxic; [Hawley] Oral LD50 (rat) = 25 mg/kg; [ChemIDplus] A skin, eye, and mucous membrane irritant; Absorbed through the skin and causes renal damage in high-dose animal studies; [HSDB] Highly toxic; Targets the CNS; Inhalation may cause lung injury; Ingestion can cause kidney damage; [CAMEO] See Dimethylmercury. See Mercury, alkyl compounds and linked occupational diseases.

Reactive GroupOrganometallics
RCRA Requirements · 1 Eintrag

D009; A solid waste containing mercury may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste. /Mercury/

Chemie und Industrie

Pharmakologische Informationen

Biological Half-LifeBiological half-life in rats is 4-10 days.
Metabolism/Metabolites · 2 Einträge

/In rats, methoxyethylmercuric acetate is/ partly degraded to inorganic mercury ions.

Organic mercury is absorbed mainly by the gastrointestinal tract, then distributed throughout the body via the bloodstream. Organic mercury complexes with free cysteine and the cysteine and sulfhydryl groups on proteins such as haemoglobin. These complexes are able to mimic methionine and thus be transported throughout the body, including through the blood-brain barrier and placenta. Organic mercury is metabolized into inorganic mercury, which is eventually excreted in the urine and faeces. (T11)

Verwendung und Herstellung

Uses · 6 Einträge

Used as fungicide and disinfectant for seed dressing; Not currently registered with the EPA for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

For Methoxyethylmercuric Acetate (USEPA/OPP PC Code: 041508) there are 0 labels match. /SRP: Not registered for current use in the U.S./

Fungicide, seed dressing

Fungicidal seed dressing for controlling seed-borne diseases of wheat, barley, oats and rye

A fungicide and disinfectant used in treating seeds. /Former use/

Formulations/PreparationsFormulation types: liquid seed treatment.
General Manufacturing Information · 2 Einträge

Material believed to be no longer manufactured, or marketed for crop protection use.

The organic mercury compounds can be divided into mercurials which are relatively stable, and those which rapidly split in the mammalian body. ... Methoxyalkylmercury compounds ... split rapidly in the body and are of toxicological importance. /Organic mercury compounds/

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Other Experimental Properties · 1 Eintrag

Methoxyethylmercury radicals /have been described/ as resembling sodium ion in that they are strongly alkaline and form highly ionized salts that are generally water soluble and appreciably volatile. These compounds are quantitatively decomposed by strong acids. /Methoxyethylmercury radicals/

OSHA Standards · 3 Einträge

Permissible Exposure Limit: Table Z-2 8-hr Time Weighted Avg: 0.01 mg/cu m. /Organo alkyl mercury/

Permissible Exposure Limit: Table Z-2 Acceptable Ceiling Concentration: 0.04 mg/cu m. /Organo alkyl mercury/

Vacated 1989 OSHA PEL TWA 0.01 mg/cu m; STEL 0.03 mg/cu m, skin designation, is still enforced in some states. /Mercury (organo) alkyl compounds, as Hg/

Reactivity Profile · 1 Eintrag

Organometallics, such as METHOXYETHYLMERCURIC ACETATE, are reactive with many other groups. Incompatible with acids and bases. Organometallics are good reducing agents and therefore incompatible with oxidizing agents. Often reactive with water to generate toxic or flammable gases.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
EPA Hazardous Waste Number · 1 Eintrag

D009; Mercury. A waste containing mercury may or may not be characterized as a hazardous waste following testing by the Toxicity Characteristic Leaching Procedure as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations. /Mercury/

Sicherheit und Schutzausrüstung

Fire Fighting · 1 Eintrag

This is an alkyl mercury pesticide. Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Remove and isolate contaminated clothing at the site. If water pollution occurs, notify appropriate authorites.

First AidWarning: Methoxyethylmercuric acetate is corrosive to skin and mucous membranes and nephrotoxic (toxic to kidney cells).
Nonfire Spill ResponseThis is an alkyl mercury pesticide. Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors.
Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Isolation and EvacuationExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Minimum Risk LevelChronic Inhalation: 0.0002 mg/m3 (L134)
Threshold Limit Values (TLV) · 3 Einträge

0.01 [mg/m3], as Hg

0.03 [mg/m3], as Hg

8 hr Time Weighted Avg (TWA): 0.01 mg/cu m, 15 min Short Term Exposure Limit (STEL) 0.03 mg/cu m. Skin. /Mercury, alkyl compounds, as Hg/

Permissible Exposure Limit (PEL)0.01 [mg/m3], as Hg (Ceiling(OSHA) = 0.04 mg/m3, as Hg)
Protective Action Criteria (PAC) · 3 Einträge

0.0037 [ppm]

0.25 [ppm]

0.50 [ppm]

Personal Protective Equipment (PPE) · 2 Einträge

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Wear rubber gloves, respirators, filter & goggles.

Acute Exposure Guideline Levels (AEGLs)The compound is currently at the Holding Status AEGLs which have been reviewed by the NAC/AEGL Committee and are on hold due to insufficient data to develop AEGL values.
Immediately Dangerous to Life or Health (IDLH) · 2 Einträge

2.0 [mg/m3], as Hg

2 mg/cu m (as Hg) /Mercury (organo) alkyl compounds (as Hg)/

Toxikologische Informationen

TreatmentMercury poisoning is treated by immediate decontamination and chelation therapy using DMSA, DMPS, DPCN, or dimercaprol. (A7)
Health Effects · 1 Eintrag

Mercury mainly affects the nervous system. Exposure to high levels of metallic, inorganic, or organic mercury can permanently damage the brain, kidneys, and developing fetus. Effects on brain functioning may result in irritability, shyness, tremors, changes in vision or hearing, and memory problems. Acrodynia, a type of mercury poisoning in children, is characterized by pain and pink discoloration of the hands and feet. Mercury poisoning can also cause Hunter-Russell syndrome and Minamata disease. (L7)

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesOral (L7) ; inhalation (L7) ; dermal (L7)
Toxicity Summary · 1 Eintrag

High-affinity binding of the divalent mercuric ion to thiol or sulfhydryl groups of proteins is believed to be the major mechanism for the activity of mercury. Through alterations in intracellular thiol status, mercury can promote oxidative stress, lipid peroxidation, mitochondrial dysfunction, and changes in heme metabolism. Mercury is known to bind to microsomal and mitochondrial enzymes, resulting in cell injury and death. For example, mercury is known to inhibit aquaporins, halting water flow across the cell membrane. It also inhibits the protein LCK, which causes decreased T-cell signalling and immune system depression. Mercury is also believed to inhibit neuronal excitability by acting on the postsynaptic neuronal membrane. It also affects the nervous system by inhibiting protein kinase C and alkaline phosphatase, which impairs brain microvascular formation and function, as well as alters the blood-brain barrier. Organic mercury exerts developmental effects by binding to tubulin, preventing microtubule assembly and causing mitotic inhibition. Mercury also produces an autoimmune response, likely by modification of major histocompatibility complex (MHC) class II molecules, self peptides, T-cell receptors, or cell-surface adhesion molecules. (L7, A8, A25, A26)

Signs and SymptomsCommon symptoms include peripheral neuropathy (presenting as paresthesia or itching, burning or pain), skin discoloration (pink cheeks, fingertips and toes), edema (swelling), and desquamation (dead skin peels off in layers). (A5)
Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)
Non-Human Toxicity Excerpts · 4 Einträge

Methoxyethyl mercuric acetate has been found very toxic to rabbit retina in tissue culture, at concn of 5X10-6 molar causing general destruction of the cells in 4 hours.

The /methoxyethylmercuric/ acetate & presumably the /methoxyethylmercuric/ chloride are vesicants when applied to the skin in high concn. ... The signs & symptoms of systemic poisoning are believed to resemble those induced by mercuric chloride.

In the carp hepatopancreas the effect of feeding with the added 27 ppm methoxyethylmercuric acetate was investigated. The fishes were sacrificed on the experimental days 7, 14, and 21, and the analysis of the hepatopancreas related to the histochemical activity of non-specific esterases, alkaline and acid phosphatase, lactic acid dehydrogenase, and NADH2 diaphorase. The activity of non-specific esterases decreased on the 14th experimental day and remained on the same level up to the end of the experiment. A decrease of the activity of alkaline phosphatase was not observed until the 21st experimental day, whereas the activity of acid phosphatase went up on the 7th and 14th experimental days, and on the 21st day it resembled that observed in the control group. In the experimental group the activity of glucose-6-phosphatase went down on the 7th day and the activity of lactic acid dehydrogenase on the 14th experimental day. The activity of NADH2-diaphorase did not significantly change in relation to the values in the control group throughout the entire experiment.

The purpose of this work was to study possible hematological changes in carp (Cyprinus carpio L.) which might be induced by the experimental poisoning with metoxyethylmercury acetate which is used as fungicide. The experimental group of fishes was exposed to the named substance which was mixed with the feed during three weeks. The total lymphocytes number decreased in experimental group already at 7th day (p < 0.01), and remained almost at the same level, but considerably lower than the experimental group, until the end of the experiment. The number of small lymphocytes in the experimental group decreased also at the 7th day of the experiment (p < 0.01), and the decreasing tendency continued up to the end of the experiment. The number of large lymphocytes increased at the day 7th of the experiment (p < 0.01), and the increasing tendency continued until the end of the experiment. The population of large lymphocytes showed the cytopathological changes in the form of cytoplasmic vacuoles and cytoplasmic shoots. The frequency of these changes increased through the experiments.

Toxicity DataLD50: 25 mg/kg (Oral, Rat) (T71)
Non-Human Toxicity ValuesLD50 Rat oral 25 mg/kg

Regulatorische Informationen

RCRA Requirements · 1 Eintrag

D009; A solid waste containing mercury may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste. /Mercury/

CERCLA Reportable Quantities · 1 Eintrag

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Methoxyethylmercuric acetate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs.

Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Mercury and cmpd/
State Drinking Water Guidelines(AZ) ARIZONA 3 ug/l /Mercury/
Federal Drinking Water StandardsEPA 2 ug/l /Mercury/
Federal Drinking Water GuidelinesEPA 2 ug/l /Mercury/