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Phenylmercuric acetate

Phenylmercuric acetate structure

Phenylmercuric acetate 

structure
  • CAS No:

    62-38-4

  • Formula:

    C8H8HgO2

  • Chemical Name:

    Phenylmercuric acetate

  • Synonyms:

    Mercury,(acetato-κO)phenyl-;Phenylmercury acetate;Mercury,(acetato)phenyl-;Mercury,(acetato-O)phenyl-;(Acetato-κO)phenylmercury;Tag 331;Tag HL 331;Acetoxyphenylmercury;Bufen;Contra Creme;Fungitox OR;Liquiphene;Mercuriphenyl acetate;Mersolite 8;Norforms;Phix;PMA;PMAC;PMAS;Quicksan;Scutl;Setrete;Tag;Tag Fungicide;Ziarnik;Antimucin WDR;Benzene,(acetoxymercurio)-;Phenylmercuric acetate;Sanitized SPG;Trigosan;Femma;Mercuron;Verdasan;Neantina;Acetatophenylmercury;PMA 220;Sanmicron;(Acetato-O)phenylmercury;Bufen 30;Mersolite D;Programin;Spruce Seal;Nylmerate;Algimycin 200;Fungicide R;Panomatic;Anticon;Volpar;Meracen;Antimucin WBR;Hexasan;Hexasan (fungicide);Seed Dressing R;Zaprawa Nasienna R;Mercron;Ruberon;Troysan 30;Mergal A 25;Ceresol;PMA (fungicide);Troysan PMA 30;Samtol;Lorophyn;Agrosan D;Intercide PMA 18;Intercide 60;Nuodex PMA 18;Acetic acid,phenylmercury deriv.;Parasan;Parasan (bactericide);Seedtox;NSC 35670;NSC 61321;Agrosan;112415-59-5;1337-06-0;8013-47-6;61840-45-7;64684-45-3

  • Categories:

    Cosmetic Ingredient  >  Cosmetic Preservative

Description

white crystalline powder Phenylmercury acetate is a white or yellow crystalline solid. Phenylmercuric acetate occurs as a white to creamy white, odorless or almost odorless, crystalline powder or as small white prisms or leaflets.


Small lustrous prisms. Toxic by ingestion, inhalation and skin absorption. May severely irritate skin and eyes. Used as an herbicide and fungicide. as such, is mixed with organic solvent for the purpose of application.|ODOURLESS HYGROSCOPIC WHITE OR WHITE-YELLOW CRYSTALLINE POWDER.


Small lustrous prisms. Toxic by ingestion, inhalation and skin absorption. May severely irritate skin and eyes. Used as an herbicide and fungicide. as such, is mixed with organic solvent for the purpose of application.|Phenylmercury acetate is an arylmercury compound and a member of benzenes.|A phenyl mercury compound used mainly as a fungicide. Has also been used as a herbicide, slimicide, and bacteriocide.

Phenylmercuric acetate Basic Attributes

336.74

338.02300

200-532-5

0540

757402|61321|35670

1674

DTXSID7021150

WHITE TO CREAMY WHITE CRYSTALLINE POWDER OR SMALL WHITE PRISMS OR LEAFLETS

28521000

Characteristics

26.30000

0.87250

white Powder

2.400 g/cm3

149 °C

37.8°C c.c.

Soluble in alcohol, benzene and glacial acetic acid. Slightly soluble in water.

APPROX 4°C

6.0X10-6 mm Hg @ 20 deg C

Relative vapour density (air = 1): 11.6

Oral-Rat  LD50: 41 mg/kg; Oral-Mouse LD50: 13.25 mg/kg

Combustible in case of open flames and high heat; heat produces toxic mercury-containing compound fumes

ODORLESS

Very stable in dilute acids. In the presence of alkalis, phenylmercury hydroxide is formed.

No rapid reaction with air. No rapid reaction with water. Slightly soluble in water (NTP, 1992).

Salts, Basic

PHENYLMERCURIC ACETATE may react with strong oxidizing agents (NTP, 1992).

Dust explosion possible if in powder or granular form, mixed with air.

Safety Information

II

6.1

UN 1674 6.1/PG 2

3

25-34-48/24/25-50/53

23-24/25-37-45-60-61

OV6475000

T,N

Treasury is ventilated at low temperature and dry; stored separately from oxidants and food additives

Stable. Incompatible with strong oxidizing agents.

P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P301+P330+P331, P302+P350, P303+P361+P353, P304+P340, P305+P351+P338, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501

H300

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P092, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|Phenylmercury acetate is a poor candidate for incineration.|Do not re-use container for any purpose.

Fire may produce irritating or poisonous gases. When heated to decomposition, very toxic mercuric fumes may be given off. Phenylmercuric ion is incompatible with halides, with which precipitates are formed. (EPA, 1998)|Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.|Carcinogens, Teratogens, Flammable - 2nd degree

|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P314, P321, P330, P363, P391, P405, and P501|H300 (12.8%): Fatal if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 125 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H300: Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P301+P330+P331, P302+P350, P303+P361+P353, P304+P340, P305+P351+P338, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|P201, P202, P260, P261, P264, P270, P272, P280, P281, P301+P310, P302+P352, P305+P351+P338, P308+P313, P309+P311, P314, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P405, and P501

Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Do not touch spilled material; stop leak if you can do it without risk. Use water spray to reduce vapors. Small spills: take up with sand or other noncombustible absorbent material and place into containers for later disposal. Small dry spills: with clean shovel place material into clean, dry container and cover; move containers from spill area. Large spills: dike far ahead of spill for later disposal. (EPA, 1998)

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 protective gloves when handling the dust. Protect the wrists & forearms. Wash gloves thoroughly after use, especially the insides.|Wear special protective clothing and positive pressure self-contained breathing apparatus.|Use ... disposable mercury-vapor-absorbing masks.

Combustible solid. If in solution, fire characteristics may depend on solvent.

If material is in solution with organic solvent, treat fire according to the solvent characteristics, in addition to the mercuric hazard. Unless otherwise indicated, use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Water may be ineffective.|If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.

Solid material: Control release and place material and disposal equipment into appropriate containers. Solvent-based material: Control runoff. In all cases, avoid contact with material. Keep material from entering the environment to the fullest extent practicable.

Wash hands & exposed skin before meals and after work. ... Wear protective gloves when handling the dust. Protect the wrists and forearms. Wash gloves thoroughly after use, especially the insides. When using do not eat, drink, or smoke. Wash dust from skin or eyes immediately. Do not breathe dust. If necessary for personal comfort, wear a dust mask.|Harmful to fish. Do not contaminate ponds, waterways or ditches with chemical or used container. ... Wash out container thoroughly & dispose of safely.|Preventive measure: Adequate ventilation; Use disposable uniforms, so that a contaminated uniform is not a source of absorption through the skin.|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers.|Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment.

/GUIDE 151: SUBSTANCES - TOXIC (Non-combustible)/ Fire or Explosion: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.|/GUIDE 151: SUBSTANCES - TOXIC (Non-combustible)/ Health: Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.|/GUIDE 151: SUBSTANCES - TOXIC (Non-combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas.|/GUIDE 151: SUBSTANCES - TOXIC (Non-combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for PHENYLMERCURIC ACETATE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Then store and dispose of according to local regulations.

Fireproof. Provision to contain effluent from fire extinguishing. Separated from oxidants and food and feedstuffs. Cool. Dry. Well closed. Keep in a well-ventilated room. Store in an area without drain or sewer access.

Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.

The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion.

Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the nervous system and kidneys. Animal tests show that this substance possibly causes toxicity to human reproduction or development.

NO open flames, NO sparks and NO smoking. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.

PREVENT DISPERSION OF DUST! STRICT HYGIENE! IN ALL CASES CONSULT A DOCTOR!

Use ventilation (not if powder), local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection if powder.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Phenylmercuric acetate is included on this list.

P092; An acute hazardous waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate.|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/

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).|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. Phenylmercury 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.

P092; As stipulated in 40 CFR 261.33, when phenylmercuric acetate, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).|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/

SOURCE DOMINATED: Trace amounts of phenylmercuric acetate along with metallic mercury were present in the air surrounding soils treated with this fungicide although details were not provided(1).

Toxicity

most toxic

COERGISTIC ACTION OF PHENYLMERCURIC ACETATE WITH HCB, LINDANE, & CARBOXIN IN FEMALE RATS WAS POOR. NO DEVIATION WAS ESTABLISHED FROM ADDITIVE ACTION. EVALUATION BY MEANS OF AN ASSOC FACTOR (V) GAVE ANTAGONISTIC EFFECT FOR THE COMBINATION WITH LINDANE (V= 0.54) & A POTENTIATIVE EFFECT FOR COMBINATION WITH CARBOXIN (V= 1.70).

LD50 Rat oral 22 mg/kg|LD50 CHICKS ORAL 100 MG/KG ... /EFFECTS OBSERVED AT THIS DOSAGE WERE/ DEPRESSION, ATAXIA, ANOREXIA & LACRIMATION.

... Relatively small discharges of phenylmercuric acetate from pulp and paper manufacture have been detected.|Phenylmercuric acetate's former production and use as a fungicide(1) and as a mildewicide in paints(2) may have resulted in its direct release to the environment(SRC).

RICE PLANT STEMS & LEAVES ABSORB INORGANIC MERCURY ORIGINATING FROM FIELD APPLIED PHENYLMERCURIC ACETATE (PMA). PMA WAS OBSERVED TO YIELD 3-77 MG INORGANIC MERCURY/CU M & MORE THAN 99% WAS ABSORBED BY NEARBY RICE PLANTS. AERIAL CONCN OF MERCURY RECORDED FROM SEPTEMBER 1975 TO MARCH 1976 RANGED FROM BELOW 5 TO 15 NG/CU M.|TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a measured log Kow of 0.71(2), indicates that phenylmercuric acetate is expected to have high mobility in soil(SRC). However, phenylmercuric acetate is expected to dissociate in moist soils to the phenylmercuric cation. Cations generally adsorb to organic matter and clay more strongly than their neutral counterparts, suggesting that the mobility may be much lower in some soils(SRC). Volatilization of phenylmercuric acetate from moist soil surfaces is not expected to be an important fate process because this compound is expected to exist in the dissociated form in the environment(SRC). Phenylmercuric acetate is not expected to volatilize from dry soil surfaces as it is a salt(SRC). The potential for photodegradation on soil surfaces exists based on studies of phenylmercuric acetate in distilled water(3,4). Several soil studies show that this compound is rapidly biodegraded under aerobic conditions(6) to phenylmercuric hydride and metallic mercury(7) as well as to the organomercury form(8).|AQUATIC FATE: Phenylmercuric acetate, during an accidental spill into river water, was found only as the phenylmercuric cation(1). During this study, it was found that the cation strongly sorbed to particles and humic material in the water(1). Volatilization from water surfaces is not expected because this compound is found only in the dissociated form in water(SRC). This compound is not expected to bioconcentrate in aquatic organisms(SRC) as it is rapidly dissociated in water(1). No data were located showing biodegradation of phenylmercuric acetate in water; however, several soil studies show that this compound is rapidly biodegraded under aerobic conditions(6) to phenylmercuric hydride and metallic mercury(7) as well as to the organomercury form(8). In alkaline waters, phenylmercuric acetate may hydrolyze to phenylmercuric oxide(3). Direct photolysis of phenylmercuric acetate in surface waters may occur based on experiments in distilled water exposed to sunlight; experimental photodegradation half-lives of 16 hours(4) to 1.6 days(5) have been reported.|ATMOSPHERIC FATE: Phenylmercuric acetate is a salt and is thus expected to exist in the particulate phase in the atmosphere(SRC). Particulate-phase phenylmercuric acetate may be removed from the air by wet and dry deposition(SRC). Arylmercury salts (e.g. phenylmercuric acetate) absorb light in the environmental spectrum and have the potential for direct photolysis(1,2).

The rate constant for the vapor-phase reaction of phenylmercuric acetate with photochemically-produced hydroxyl radicals has been estimated as 2X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1).|The experimental half-life for direct photolysis of phenylmercuric acetate in distilled water was found to be 16 hours when irradiated with Georgia, U.S. sunlight at a shallow depth(1). The predicted half-life for the photolysis of phenylmercuric acetate in water during midsummer at 40 deg N latitude is 1.6 days(2). Using acetone as a photosensitizer in distilled water, a disappearance quantum yield of 0.23 was reported(1). Products from direct photolysis arise from the cleavage of the phenyl-mercurial bond and include metallic mercury, mercury(II) salts and products formed from reactions of the phenyl radical(1). In water, 75% of phenylmercuric acetate was recovered after 10 hours of sunlight irradiation (4). The only identified phenylmercuric acetate photolysis product was mercurous oxide(3).

Phenylmercuric acetate is not expected to bioconcentrate in aquatic organisms as it dissociates rapidly in water forming phenylmercuric cation. (SRC)

The Koc of phenylmercuric acetate is estimated as 60(SRC), using a log Kow of 0.71(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that phenylmercuric acetate is expected to have a high mobility in soil. However, phenylmercuric acetate is expected to dissociate in moist soils to the cation(SRC). Cations generally adsorb to organic matter and clay more strongly than their neutral counterparts, suggesting that the mobility may be much lower in some soils(SRC). In a river study, it was found that the phenymercuric cation sorbed strongly to particles and humic material in the water column(4).

... A large fraction of the spray residue was found in the soil 30-50 days after application; the rest of the Hg was lost by vaporization (either as the organic cmpd or after conversion to Hg metal) or by migration to lower soil horizons since water containing organic cmpd from decomposing vegetable matter can leach adsorbed Hg. /Phenylmercury spray/|Volatilization from moist soil and water surfaces is not expected to be an important fate process because phenylmercuric acetate will exist in the dissociated form in the environment. This compound is not expected to volatilize from dry soil surfaces as it is a salt. (SRC)

SURFACE WATER: A fire at an industrial warehouse in Switzerland, 1986, resulted in phenylmercuric acetate and ethoxymercury hydroxide concentration of 12 mg/l (measured as Hg(II)) in the nearby Rhine River(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 28,342 workers (5,150 of these are female) are potentially exposed to phenylmercuric acetate in the US(1). The NOES Survey does not include farm workers. Occupational exposure to phenylmercuric acetate may occur through inhalation of dusts and dermal contact with this compound at workplaces where phenylmercuric acetate is produced or used(SRC).|The use of paint containing 200 ppm mercury as phenylmercuric acetate has been shown to result in air levels of mercury as high as 200 ug/cu m during its application(1).|Prior to 1991, phenylmercuric compounds were used as biocides in 25-30% of interior and exterior latex paint; however, this use of mercury was voluntarily discontinued for interior paint in 1990 and for exterior paint in 1991(1). The use of phenylmercury resulted in the exposure of house painters and residents to mercury vapors in the homes where interior and exterior latex paint was applied(1). Although the use of mercury biocides in latex paint has been discontinued, it is possible that people who use old latex paint in their homes will be exposed to mercury for a considerable time(1). Furthermore, although phenylmercury use in exterior latex paints was discontinued in 1991, paint companies were allowed to continue to produce and sell paint containing phenylmercury until the existing stocks of phenylmercury were exhausted(1).

Drug Information

DOUBLE-BLIND STUDY COMPARED EFFECTIVENESS OF LOROPHYN (A VAGINAL SUPPOSITORY FORMULATION CONTAINING PHENYLMERCURIC ACETATE) AS PROPHYLACTIC AGENT AGAINST GONORRHEA. INCIDENCE RATES WERE SIGNIFICANTLY REDUCED IN LOROPHYN GROUP SUPPORTING CONCLUSION THAT LOROPHYN IS EFFECTIVE IN REDUCING GONORRHEAL INFECTION RATE. /SRP:FORMER USE/|EFFICACY OF PHENYLMERCURIC ACETATE IN PRODUCING IMMEDIATE STERILIZATION FOLLOWING INTRADUCTAL INSTILLATION WAS TESTED IN 100 MALES, AGED 21 TO 50, DURING VASECTOMY. PHENYLMERCURY ACETATE PRODUCED AN ABSOLUTE NECROSPERMIA, AS DEMONSTRATED BY SPERMATOBIOSCOPY 24 HR LATER. NO UNTOWARD SIDE EFFECTS WERE NOTED. /FORMER USE/|ACTIONS & USES ARE SIMILAR TO THOSE OF PHENYLMERCURIC NITRATE. HOWEVER, IT IS ALSO USED IN CONTRACEPTIVE GELS & FOAMS. IT SERVES AS PRESERVATIVE IN VARIOUS DRUG PREPN. ... FOR APPLICATION TO SKIN, AS 0.2 SOLN IN 50% ALCOHOL; AS A PRESERVATIVE, IN CONCN OF 0.002-0.125%; IN VAGINAL SUPPOSITORIES & JELLIES, 0.02%; IN VAGINAL TABLETS, 3 MG. /FORMER USE/|SPERMICIDAL POTENCIES OF SAMTOL TABLET WAS COMPARED TO OTHER CONTRACEPTIVES USING A TRANSMEMBRANE MIGRATION METHOD WHICH MEASURED THE PROPORTION OF SPERM THAT MOVED FROM A SEMEN-DRUG MIXTURE ACROSS A NUCLEOPORE MEMBRANE WITH 5 MUM PORES INTO PHOSPHATE BUFFER. MAX DILUTIONS THAT DECR SPERM MOTILITY TO 50% OF CONTROL FOR SAMTOL WAS 160. /FORMER USE/

INCOMPATIBILITIES: PHENYLMERCURIC ION IS INCOMPATIBLE WITH HALIDES, WITH WHICH PRECIPITATES ARE FORMED.

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)

MAY BE HARMFUL IF ABSORBED THROUGH SKIN OR INHALED. INHALATION MAY RESULT IN NAUSEA, VOMITING, DIARRHEA, & SEVERE NERVOUS SYSTEM SYMPTOMS SUCH AS CONFUSION. LOSS OF SENSATION, EMOTIONAL INSTABILITY, HALLUCINATION, DEATH. IRRITATING TO SKIN, EYES, & RESPIRATORY SYSTEM. CAUSES BLISTERING OF SKIN.|PMA WAS ABSORBED UNCHANGED INTO THE CIRCULATION AFTER SC ADMIN TO RATS OR AFTER IM OR PER OS ADMIN TO CHICKS, RATS & DOGS. IT WAS EASILY REMOVED BY THE LIVER & KIDNEYS WHERE IT WAS RAPIDLY METABOLIZED & EXCRETED VIA THE FECES & URINE AS INORGANIC MERCURY. ... (14)C-LABELED PHENYLMERCURY ACETATE WAS SC ADMIN TO RATS. ABOUT 85% ... APPEARED IN URINE ... 5% IN BREATH. MOST OF MERCURY WAS EXCRETED IN FECES ... 12% IN URINE. ... LABEL IN URINE WAS ASSOC WITH SULFATE & GLUCURONIC ACID CONJUGATES OF PHENOL.|SOYBEAN SPROUTS ABSORBED PMA THROUGH THE ROOTS. A PORTION OF THE PMA WAS DECOMP TO INORGANIC MERCURY IN THE PLANT. IN YOUNG WHEAT PLANTS, INORGANIC MERCURY WAS FOUND IN ALL PARTS OF THE PLANT AFTER ABSORPTION.|BIOLOGICAL HALF-LIFE OF (203)MERCURY LABELED PHENYLMERCURY ACETATE IN MICE WAS 1-2 DAYS & DAILY EXCRETION WAS USUALLY HIGH IN FECES & LOW IN URINE. RADIOACTIVITY AFTER IP ADMIN WAS HIGHEST IN KIDNEY & ATTAINED PEAK AT 4 HR; NEXT, IN ORDER OF DECREASING CONTENT WERE PANCREAS, BLOOD, LIVER, SPLEEN & BRAIN. AFTER 24 HR, LIVER LEVEL EXCEEDED THAT OF PANCREAS. FECAL EXCRETION OF (203)MERCURY DECREASED, & RETENTION INCREASED IN STARVATION, BUT RECOVERED AFTER FEEDING.|For more Absorption, Distribution and Excretion (Complete) data for PHENYLMERCURIC ACETATE (14 total), please visit the HSDB record page.

PMA-(203)MERCURY WAS ADMIN TO RATS BY IV INJECTION. KIDNEYS WERE REMOVED, CONVERTED TO A POWDER, & HYDROLYZED WITH PRONASE. ... SOME OF PMA HAD BEEN CONVERTED TO INORGANIC MERCURY. SOME OF LABEL COULD NOT BE SOLUBILIZED WITH PRONASE, INDICATING CONJUGATION WITH COMPONENTS OTHER THAN PROTEIN. MICROORGANISMS CONVERTED PMA TO DIPHENYLMERCURY & ANOTHER UNIDENTIFIED METABOLITE. NO METHYL MERCURY DERIVATIVES WERE OBSERVED. ... IN ADDN TO METALLIC MERCURY, BENZENE WAS PRODUCED WHEN PMA WAS AEROBICALLY INCUBATED WITH ... /A STRAIN OF PSEUDOMONAS RESISTANT TO ORG & INORG MERCURIALS/.|(14)C-LABELED PHENYLMERCURY ACETATE WAS SC ADMIN TO RATS. ... MOST OF LABEL IN URINE WAS ASSOC WITH SULFATE & GLUCURONIC ACID CONJUGATES OF PHENOL. ... IN OTHER STUDIES GREATER PART OF SINGLE SC DOSE IN RATS WAS BROKEN DOWN IN TISSUES TO YIELD INORGANIC MERCURY, WHICH IS EXCRETED MAINLY IN FECES, & AS CONJUGATES OF PHENOL & QUINOL, WHICH WERE EXCRETED IN URINE. STUDIES WITH LIVER HOMOGENATES RELEASED INORGANIC MERCURY & BENZENE. NO ELEMENTAL MERCURY WAS FORMED.|FROM A CELL-FREE EXTRACT OF MERCURY-RESISTANT PSEUDOMONAS, AN ENZYME WAS OBTAINED WHICH CATALYZED REDUCTION OF MERCURY IN ... INORG MERCURIALS TO METALLIC MERCURY. A PROSTHETIC GROUP OF THE ENZYME WAS IDENTIFIED AS FAD (FLAVINE ADENINE DINUCLEOTIDE). /INORGANIC MERCURIALS/

BIOLOGICAL HALF-LIFE IN RATS: 22.0 T(0.5) (DAYS).|BIOLOGICAL HALF-LIFE OF (203)MERCURY LABELED PHENYLMERCURY ACETATE IN MICE WAS 1-2 DAYS.|Helisoma campanulata (snail): BHL for phenylmercury acetate: 10.8 days|Guppies and Elodea canadensis (elodea): BHL for phenylmercury acetate: 7-11 days; (203)mercury-phenylmercury acetate: 43-58 days|Ceratophyllum demersum (coontail): BHL for phenylmercury acetate: 43-58 days

That the syndromes of chronic intoxication induced by inorganic mercury & by many organic mercurials are very similar is probably explained by the rapid metabolic breakdown of these mercurials to the mercuric ion. For example, studies on the fate & excretion of phenylmercuric acetate in rats, dogs & chicks indicate that phenyl mercury is absorbed intact from many portals, transported largely in red blood cells, metabolized in the liver & perhaps elsewhere to release inorganic mercury, which in the rat is excreted mostly in the feces. Within 2 to 4 days, essentially all of the phenyl mercury was broken down. Hydroxylation of the phenyl ring was thought to precede rupture of the carbon-to-mercury bond; hydroxyphenyl mercury compounds decompose spontaneously in the presence of acid & cysteine or BAL. Methoxyethyl mercury salts & at least some of the mercurial diuretics may be even more labile. In rats sc injected methoxyethyl mercury chloride decomposed (either spontaneously or enzymatically) with a half-time of about 1 day to release inorganic mercury that largely migrated to the kidneys & was eventually excreted.

Extremely toxic. The probable oral lethal dose for humans is 5-50 mg/kg, between 7 drops and 1 teaspoonful for a 70 kg (150 lb.) person. (EPA, 1998)

Warning: Signs and symptoms of acute exposure may occur at varying intervals up to several weeks. Keep victim under observation. Signs and Symptoms of Acute Phenylmercury Acetate Exposure: Signs and symptoms of phenylmercury acetate exposure include increased salivation, foul breath, and inflammation and ulceration of mucous membranes. Ingestion of phenylmercury acetate results in gastrointestinal irritation with nausea, vomiting, abdominal pain, and bloody diarrhea. Phenylmercury acetate can produce severe neurologic toxicity, such as loss of feeling in lips, tongue, and extremities, visual impairment, difficulty swallowing and talking, confusion, hallucinations, irritability, loss of coordination, staggering walk, memory loss, slurred speech, auditory defects, emotional instability, and inability to concentrate. Scanty urination, suppression of urine formation, and acute renal failure may also occur. Phenylmercury acetate is also a strong skin irritant; erythema and blistering may result 6-12 hours after exposure. Contact with the eyes may also result in injury to the external surface. Emergency Life-Support Procedures: Acute exposure to phenylmercury acetate may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to phenylmercury acetate. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to phenylmercury acetate. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Remove and isolate contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas thoroughly with water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 3. Give the victims water or milk: children up to 1 year old, 125 mL (4 oz or 1/2 cup); children 1 to 12 years old, 200 mL (6 oz or 3/4 cup); adults, 250 mL (8 oz or 1 cup). Water or milk should be given only if victims are conscious and alert. 4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water. 5. Promote excretion by administering a saline cathartic or sorbitol to conscious and alert victims. Children require 15 to 30 g (1/2 to 1 oz) of cathartic; 50 to 100 g (1-3/4 to 3-1/2 oz) is recommended for adults. 6. Transport to a health care facility. (EPA, 1998)


Fresh air, rest. Half-upright position. Refer immediately for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention .


Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

Although the use of BAL is indicated in severe inorganic mercury poisoning, the effectiveness of BAL in organic and elemental mercury poisoning is highly questionable. There are survivors of severe elemental mercury poisoning who have been treated only with supportive care. Dimercaprol is ineffective in reversing chronic organic neurologic effects but should be administered in acute ingestions of aryl organic mercury compounds (eg, phenylmercuric acetate, which is converted to inorganic mercury in the body).

PHENYLMERCURIC ACETATE USED AS PRESERVATIVE IN EYEDROPS AT CONCN OF 0.002% CAN PRODUCE A MICROSCOPIC DISCOLORATION & CHANGE IN TRANSPARENCY OF FRONT OF LENS IN PATIENTS AFTER LONG CHRONIC USE, AS IN TREATMENT OF GLAUCOMA. ... APPARENTLY THIS IS DUE TO DIRECT PENETRATION FROM SURFACE OF EYE TO FRONT OF LENS IN THE PUPIL.|IN COHORT STUDY OF 50,282 PREGNANCIES RECRUITED BETWEEN 1958 & 1965, THERE WERE 889 WOMEN WHO USED PHENYLMERCURIC ACETATE (NO LONGER AVAIL AS SPERMICIDE); THE CORRESPONDING RATE RATIO /RELATIVE TO THE CONTROLS/ WAS O.9 (0.6 TO 1.3). LIMB REDUCTION DEFORMITIES, NEOPLASMS, DOWN'S SYNDROME, & HYPOSPADIAS DID NOT OCCUR IN EXCESS IN CHILDREN EXPOSED TO SPERMICIDES.|DO NOT USE TREATED SEED FOR HUMAN ... CONSUMPTION.|A 39 year old farmer who had used no precautions in dusting oat seeds with phenylmercuric acetate over a period of 5 to 6 years and who excreted large amounts of mercury in the urine died of an apparently progressive neurologic disease resembling amylotrophic lateral sclerosis. Five other farmers similarly exposed were said to have various motor disabilities.|Phenylmercury absorbed through the skin from contaminated diapers affected urinary excretion in infants in Buenos Aires. The effects were reversible and quantitatively related to the concn of urinary Hg. /Phenylmercury cmpd/

Acetate, Phenylmercuric

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

Cough. Sore throat. Headache. Burning sensation. Shortness of breath. Laboured breathing.


MAY BE ABSORBED! Redness. Skin burns. Pain. Blisters.


Redness. Pain. Blurred vision. Severe burns.

Phenylmercuric acetate Use and Manufacturing

Methods of Manufacturing

[KOBE KA, LEUTH PF; IND ENG CHEM 34: 309 (1942)] PREPN: BY INTERACTION OF BENZENE & MERCURIC ACETATE IN GLACIAL ACETIC ACID.|Action of heat on benzene and mercuric acetate: Maynard, J Am Chem Soc 46, 1510 (1925); Brit pat 325,846 (1928 to I.G. Farbenind); Renschler, US pat 2,050,018 (1936 to Hamilton Labs); Grave et al., J Am Pharm Assoc 25, 752 (1936).

Uses

Herbicide; fungicide.

Production

(1978) 8.35X10+7 G|(1982) PROBABLY GREATER THAN 6.81X10+6 G|USA production (1978): 700 tons

IN-CAN PAINT PRESERVATIVE & PAINT FILM MILDEWCIDE, APPROXIMATELY 99%; OTHER USES-EG, AS LEATHER MILDEWCIDE, 1% (1978-INCL PHENYLMERCURIC ACETATE IN VARIOUS FORMS & DI(PHENYLMERCURY)DODECENYL SUCCINATE)|The total Canadian use trend of mercury as phenylmercuric acetate plus phenylmercuric oleate (preservatives in paint) was 24.8 ton in 1975 and 34.0 ton in 1976. For batteries: 9.0 ton (1976); Lamps: 1.5 ton (1976); Miscellaneous electrical products: 13 ton (1976).

Grades: CP, technical, commercial|FOR APPLICATION TO SKIN, AS 0.2 SOLN IN 50% ALCOHOL; AS A PRESERVATIVE, IN CONCN OF 0.002-0.125%; IN VAGINAL SUPPOSITORIES & JELLIES, 0.02%; IN VAGINAL TABLETS, 3 MG.|Dispersible powder, solution for seed treatment, water dispersible powder for slurry treatment|Powder seed treatments (10-300 g mercury/kg).|For more Formulations/Preparations (Complete) data for PHENYLMERCURIC ACETATE (7 total), please visit the HSDB record page.

Mercury, (acetato-.kappa.O)phenyl-: ACTIVE|Status: Cancelled|US: RUP /Restricted Use Pesticide/. A red or blue dye must be added to mercurial agents as a warning of their hazardous nature. Cleared in US for winter turf diseases.|Prior to the 1990's phenylmercuric acetate was the primary bactericide and fungicide in latex and waterborne paints. Because of the increasing concerns of mercury toxicity and the potential for high consumer and occupational exposures to mercury when present in paints, the US Environmental Protection agency induced manufactures of phenylmercuric acetate...to withdraw their registrations for use of these substances as biocides in paints; phenylmercuric acetate is used as the starting material in the preparation of many other phenylmercury compounds; antimicrobial perservative useful in cosmetics.|ACTIONS & USES ARE SIMILAR TO THOSE OF PHENYLMERCURIC NITRATE.

Product analysis by digestion with concentrated sulfuric and nitric acids and titration of the mercury with a thiocyanate ... or by gravimetry. ... Residues determined by a similar oxidative digestion with colorimetry of a complex with dithizone ... or by atomic absorption spectroscopy...|GAS CHROMATOGRAPHY & ATOMIC ABSORPTION SPECTROMETRY USED TO DETECT PHENYLMERCURY ACETATE IN AIR OF WORKPLACE.|Phenylmercury acetate and nitrate were determined by a reversed-phase HPLC based on the complexation with a morpholinedithiocarbamate derivation in a homogenous system. The method used a muBondapak C18 column, MeOH-H2O (3:1) containing 1 times 10-4M di-sodium EDTA, and spectrophotometric detection at 258 nm. A linear response over the range 0-5 times 10-3% (wt/vol) phenylmercury was obtained. The method is specific and sensitive, and it is adequate to determine phenylmercury salts in a number of eye drops.

Fire Hazards -> Carcinogens, Teratogens, Flammable - 2nd degree|Cosmetics -> Preservative

Computed Properties

Molecular Weight:336.74
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:338.023073
Monoisotopic Mass:338.023073
Topological Polar Surface Area:26.3
Heavy Atom Count:11
Complexity:130
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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