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Fenchlorphos

Fenchlorphos structure

Fenchlorphos 

structure
  • CAS No:

    299-84-3

  • Formula:

    C8H8Cl3O3PS

  • Chemical Name:

    Fenchlorphos

  • Synonyms:

    Phosphorothioic acid,O,O-dimethyl O-(2,4,5-trichlorophenyl) ester;Dow ET 14;Dow ET 57;ET 57;ENT 23,284;O,O-Dimethyl O-(2,4,5-trichlorophenyl) phosphorothioate;O,O-Dimethyl O-(2,4,5-trichlorophenyl) thiophosphate;Etrolene;Fenchlorfos;Fenchlorphos;Korlane;Nanchor;Ronnel;Trolene;ET 14;Nankor;OMS 123;Remelt;Gesektin K;Trolen;Rovan;Moorman's Medicated Rid-Ezy;Blitex;Dermafos;Ectoral;Fenclofos;Korlan;Phenchlorfos;Fenclorvur;Trichlorometaphos;Trichlormetaphos;Viozene;O,O-Dimethyl O-(2,4,5-trichlorophenyl) phosphorothionate;NSC 8926;Fenclorfos;8028-28-2;8050-65-5;54328-12-0;56172-59-9

  • Categories:

    Agrochemicals  >  Insecticides

Description

Fenchlorphos is used to prevent and cure the parasitic in veterinary medicine.


Ronnel is a white to light-tan crystalline solid. Mp: 41° C, Density :1.49 g cm-3 at 25°C. Biocidal (toxic to all animal life in differing degrees) by its action as a cholinesterase inhibitor. Used as an insecticide. Degrades readily in the environment by hydrolysis and oxidation.|WHITE POWDER.|White to light-tan, crystalline solid.|White to light-tan, crystalline solid. [insecticide] [Note: A liquid above 106°F.]


Ronnel is a white to light-tan crystalline solid. Mp: 41° C, Density :1.49 g cm-3 at 25°C. Biocidal (toxic to all animal life in differing degrees) by its action as a cholinesterase inhibitor. Used as an insecticide. Degrades readily in the environment by hydrolysis and oxidation.|Fenchlorphos is an organic thiophosphate.|Ronnel is a synthetic organic thiophosphate compound and organophosphate acetylcholinesterase inhibitor that is used as a pesticide. It is characterized as a colorless or white to light tan crystalline solid with a mercaptan odor, and exposure occurs by inhalation, ingestion, or contact.

Fenchlorphos Basic Attributes

321.55

321.55

206-082-6

89RAG7SB3B

0975

8926

2811|2783

DTXSID2034885

C76879

COLORLESS CRYSTALS|WHITE CRYSTALLINE POWDER|WHITE TO LIGHT TAN CRYSTALLINE SOLID|Powder or granules|White to light tan, crystalline solid [Note: A liquid above 106 degrees F].

29201900

Characteristics

59.8

4.88

Ronnel is a white to light-tan crystalline solid. Mp: 41° C, Density :1.49 g cm-3 at 25°C. Biocidal (toxic to all animal life in differing degrees) by its action as a cholinesterase inhibitor. Used as an insecticide. Degrades readily in the environment by hydrolysis and oxidation.

1.485 g/cm3 @ Temp: 25 °C

41 °C

97 °C @ Press: 9.8 x 10-3 Torr

-18 °C

1.578

40mg/L(room temperature)

APPROX 4°C

Vapour pressure, Pa at 25°C:

Oral-rat LD50: 625 mg/kg; Oral-Mouse LD50: 2000 mg/kg

Fire field decomposes toxic phosphorus oxide, sulfur oxide, chloride gas

Mercaptan odor

Henry's Law constant for = 3.2X10-5 atm-cu m/mole (est).

vapor pressure = 7.5X10-5 mm HG @ 20 °C

No rapid reaction with air No rapid reaction with water

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

RONNEL is non-flammable and non-combustible. Decomposes with heating to evolve toxic and corrosive vapors (hydrogen chloride, phosphorus oxides, sulfur oxides). Incompatible with strong oxidizing agents.

Noncombustible Solid

log Kow= 4.88

Safety Information

UN11453/PG2

3

21/22-50/53-67-65-38-11

25-36/37-60-61-62

TG0525000

Xn,N,F

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Hydrolyzed by dilute alkali to the dimethyl cmpd. It is incompatible with alkaline pesticides.

P273-P280-P501

H302 + H312-H410

Ronnel may be disposed of in sealed containers in a secured sanitary landfill.|Fenchlorphos is stable at temp less than or equal to 60 °C and in neutral and acidic media, though hydrolyzed by dilute alkali to the dimethyl cmpd. It is incompatible with alkaline pesticides. Recommendable method: Incineration. Peer-review: Incineration (high temp) in a unit with effluent gas scrubbing is recommendable. (Peer-review conclusions of an IRPTC expert consultation (May 1985))|A) Place the disposal in an open furnace. Add equal parts of sand and crushed limestone, then cover with a combustible solvent (alcohols, benzene, etc). Ignite from a safe distance and burn with the utmost care. B) Place the disposal with sand and crushed limestone into a paper carton. Burn in the furnace with afterburner and alkali scrubber. Recommendable method: Incineration.

Strong oxidizers.|... Hydrolyzed by dilute alkali to the dimethyl cmpd. It is incompatible with alkaline pesticides.

New animal drugs for use in animal feeds. Special considerations and conditions of use when used in the feed of beef cattle and nonlactating dairy animals.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. For electric vehicles or equipment, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. (ERG, 2016)|Not combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, and P501|Danger|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P309+P311, P312, P314, P322, P330, P332+P313, P337+P313, P363, P403+P233, P405, and P501

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)|In case of fire in the surroundings, use appropriate extinguishing media.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (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)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Recommendations for respirator selection. Max concn for use: 100 mg/cu m. Respirator Class(es): Any chemical cartridge respirator with organic vapor cartridge(s) in combination with a dust, mist, and fume filter. Any supplied-air respirator.|Recommendations for respirator selection. Max concn for use: 250 mg/cu m. Respirator Class(es): Any supplied-air respirator operated in a continuous flow mode. Any powered, air-purifying respirator with organic vapor cartridge(s) in combination with a dust, mist, and fume filter.|For more Personal Protective Equipment (PPE) (Complete) data for RONNEL (7 total), please visit the HSDB record page.|(See protection codes)

1. Ventilate area of spill. 2. Collect spilled material in the most convenient & safe manner & deposit in sealed containers for reclamation, or for disposal in a secured sanitary landfill. Molten ronnel should be absorbed in vermiculite, dry sand, earth, or a similar material.

The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet or significantly contaminated should be removed and replaced.|Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.

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.

... irritations of the throat and facial skin were occasionally reported by veterinarians treating grub infestations in cattle with pour-on applications of ronnel ... in poorly ventilated areas.

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 15 mg/cu m.|Vacated 1989 OSHA PEL TWA 10 mg/cu m is still enforced in some states.

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 mg/cu m.

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Separated from strong oxidants and food and feedstuffs.

Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.

The substance may cause effects on the nervous system. This may result in convulsions. Cholinesterase inhibition. The effects may be delayed. Medical observation is indicated.

Animal tests show that this substance possibly causes malformations in human babies.

PREVENT DISPERSION OF DUST! AVOID EXPOSURE OF (PREGNANT) WOMEN! AVOID EXPOSURE OF ADOLESCENTS AND CHILDREN!

Avoid inhalation of dust and mist. 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.

IT IS NON-PERSISTENT IN SOILS.|At a detection limit of 0.001 ppm, ronnel was not detected in sediment samples collected from the upper Great Lakes in 1974(1). In 1972, ronnel was detected in 1 of 1,483 cropland soil samples collected from 37 states at a concn of 0.19 ppm(2).

URBAN/SUBURBAN: Ronnel was detected at a frequency of 7% in air samples from Miami, FL in 1973-1974. The mean concn of ronnel at this site was 0.04 ng/cu m with a concn range of not detected-0.6 ng/cu m(4). Ronnel was detected in 3 indoor and personal air, and 1 outdoor air in Jacksonville, FL in 1985. In one high use household, the concn ranges in indoor, outdoor and personal air were 0.037-0.047 ug/cu m, not detected, and not detected-0.021 ug/cu m, respectively(2-3). The concn of ronnel in precipitated airborne dust particles collected from Cincinnati, OH in 1965 was 0.2 ppm(1). In a later survey, the mean concn ranges of ronnel in personal air from both Jacksonville, FL (1986-1988) and Springfield/Chicopee, MA (1987-1988) were not detected-0.1 ng/cu m(5).|RURAL/REMOTE: Ronnel was detected in 7% of air samples collected in 1973-1974 from the Everglade National Park at a mean and concn range of 0.06 ng/cu m and not detected-0.9 ng/cu m, respectively(1).

Toxicity

moderately toxic

Ronnel has not been shown to potentiate the effect of any of the commonly used organophosphorus insecticides to any significant extent.

LD50 Rat (male) oral 1250 mg/kg|LD50 Rat (female) oral 2630 mg/kg|LD50 Dog oral >500 mg/kg|LD50 Rat dermal 2000 mg/kg|LD50 Rabbit skin absorption 1000-2000 mg/kg

Ronnel is not known to occur naturally. (SRC)

Dow Chemical Co., the sole manufacturer of ronnel, ceased all production in 1979 and voluntarily cancelled its registration in 1986(2). Between 1986 and January 22 1991, EPA cancelled the registrations for all other products containing ronnel as the active ingredient(2). There are currently no EPA-registered products and EPA does not believe there are any existing stocks(2). Therefore there should not be any release of ronnel to the environment at the present time. Between its introduction in 1954 and the time when stocks were depleted, ronnel was released to the environment during its primary use for controlling insects on lifestock and other uses, such as controlling insects in food storage areas(1-2).

TERRESTRIAL FATE: Based on photolysis in aqueous solution (estimated half-life at water surface - 9 days(1)), the loss of ronnel from soil due to photolysis by sunlight is probably not important due to the light attentuation by soil(SRC). Hydrolysis of ronnel was not accelerated by sediment-sorption which suggests that soil catalyzed hydrolysis should not be important(2,SRC). The Koc values estimated from water solubility and Kow(3-4), and regression equations(5) indicate that the leaching potential of ronnel from soil is low. Based on its low vapor pressure(3), moderate Henry's Law constant(3) and high Koc value, volatilization should not be important for the dissipation of ronnel from soil(SRC). In soil the biodegradation of ronnel may be fast since the mean half-life in surface waters is 8.4 days(6).|AQUATIC FATE: The hydrolysis half-life of ronnel in distilled water at 35 °C was estimated to be 24 days(1-2). The hydrolysis is faster at alkaline pH(1,7) and the hydrolysis half-life is reduced to 6 hrs in the presence of 0.1 mmole copper (II) catalyst(3). Although ronnel readily photolyses with light of wavelength less than 290, the rate of photolysis is slow in water with natural sunlight(4-5) and the half-life due to sunlight photolysis at near surface of a water body is 17.5 days based on 12 hr daylight(5). Biodegradation of ronnel in surface waters has a mean half-life of 8.4 days and the rate can be accelerated by adding inorganic nutrients to water(6).|AQUATIC FATE: In a sediment sample from the Mississippi River that contained 1.4% organic carbon, 96% of ronnel was found in the sediment-sorbed phase(1). This and the Koc values of 3.64-4.09 estimated from regression equations(3) indicate that ronnel would remain strongly adsorbed to suspended solids and sediment in water. Based on the Henry's Law constant value of 3.2X10-5 atm-cu m/mole estimated from the ratio of the vapor pressure and water solubility(2), volatilization half-life from a model river is estimated to be 1.4 days and from a model pond to be 24.8 days considering the effect of adsorption(2,5,SRC). However, the importance of volatilization from water will substantially decrease due to strong adsorption of ronnel to suspended solid and sediment(SRC). A lipid weight basis bioconcentration factor of 43650 in the guppy (Poecilia reticulata)(4) indicates that bioconcentration of ronnel in aquatic organisms will be important(SRC).|ATMOSPHERIC FATE: A vapor pressure of 7.5X10-5 mm Hg at 20 °C(1) indicates that ronnel may be present partly in the vapor phase and partly in the particulate form in air(2,SRC). Based on an estimation method(3), vapor phase ronnel may be removed from the atmosphere with a half-life of 2.1 hrs due to reaction with photochemically produced hydroxyl radicals(SRC). Partial removal of particulate ronnel from the air may occur by dry deposition(SRC). Particulate ronnel has been found to undergo long distance transport(4).

The hydrolysis of organophosphorus pesticides, including the hydrolysis of ronnel, are dependent on pH, the rate being faster in alkaline solution than in acidic solution(1,5). The hydrolysis half-life of ronnel in ethanol-pH 6.0 buffer (20:80) at 70 °C was determined to be 10.4 hrs(2,3,5). Both the higher temperature and the presence of ethanol increased the rate of hydrolysis(5). In aqueous solution and at room temperature, the hydrolysis rate is several hundred times slower(5). When ronnel was dissolved in equimolar KOH in 95% ethanol, it was found to hydrolyze both at the alkyl-phosphate and aryl-phosphate bonds with the formation of dimethyl phosphoric acid, dimethyl phosphorothioic acid and O-methyl-O-trichlorophenyl phosphorothioic acid(4).|The hydrolysis half-life of ronnel in distilled water at 35 °C was estimated to be 24 days(1-2). The neutral hydrolysis rate in the sediment-sorbed phase was the same as the neutral hydrolysis rate in the aqueous phase. In contrast, the alkaline hydrolysis in the sediment-sorbed phase was much slower than in the aqueous phase(1-2). The hydrolysis of ronnel in water is accelerated in the presence of copper(II) catalysts(3). Ronnel decomposed readily with low wavelength (less than 290 nm) UV lights(4-5). When irradiated with a low pressure mercury lamp, the first order photodecomposition half-life of a 50 ppb solution of ronnel was about 12 mins. However, the photodecomposition of ronnel with sunlight was slow(4,6) and the estimated half-life near the surface of a water body during summer was 17.5 days(6). Photolysis of ronnel is 22 times faster in the presence of algae found in natural waters(6).|Based on an estimation method(1-2), the rate constant for the reaction of ronnel with hydroxyl radicals in air is 6.1X10-11 cu cm/molecule-sec(SRC). This corresponds to a half-life of 2.1 hrs based on a 12 hr average OH concentration of 1.5X10+6 radicals/cu cm(1) in the atmosphere.

3.80e+03|In a continuous flow-through system, the equilibrium bioconcentration factor (BCF) for ronnel in the guppy (Poecilia reticulata) was 43650 on the lipid weight basis(2). Based on a regression equation(1) and a log Kow value of 4.98(3), a whole-body BCF value of 3588 is estimated for ronnel(SRC). Therefore, bioconcentration of ronnel in aquatic organisms may be an important fate process(4,SRC).

Based on regression equations(3), log Koc values of 3.64 and 4.09 are estimated assuming a water solubility of 1 mg/l at 20 °C(2) and a log Kow value of 4.98(1), respectively(SRC). These log Koc values indicate that ronnel would have a very low mobility in soil(4). Conversely, ronnel would remain strongly adsorbed to sediment and suspended solids in water(SRC). In sediment from Mississippi River that contained 1.4% organic carbon, 96% of ronnel was found in the sediment-sorbed phase(5).

Based on estimated Henry's Law constant for ronnel of 3.2X10-5 atm-cu m/mole(1), the volatilization half-life of ronnel from a 1 m deep model river flowing at a current speed of 1 m/sec and wind speed of 3 m/sec would be 2.3 days(3,SRC). The above estimation method does not consider the effect of adsorption on the rate of volatilization from water. The volatilization half-life from a model pond has been estimated to be 24.8 days by another estimation method which considers the effects of adsorption on the rate of volatilization from the pond(2).

SURFACE WATER: During 1964-1966, 82 surface water samples were collected from farms in New York state known to use pesticides. At a detection limit of 0.04 ppb, none of the samples contained ronnel(1). At a detection limit of 0.005 ppb, ronnel was not detected in water samples collected from the upper Great Lakes during the summer of 1974(2).|DRINKING WATER: Ronnel was not detected in tap water from Ottawa, Canada at a detection limit of 1 ng/l(1).

In a 1968-1969 survey for determining the levels of pesticides in total diet samples, ronnel was detected at a trace concn in a composite grain and cereal sample from Kansas City, MO(1). The estimated total dietary intake of ronnel for U.S. adults were: FY 1978, not detected; FY 1979, 0.001 ug/kg body wt/day; FY 1980, not detected; FY 1981, less than 0.001 ug/kg body wt/day(2). The corresponding dietary intake for infants and toddlers were FY 1978, not detected-less than 0.001 ug/kg body wt/day: FY 1979, not detected; FY 1980, not detected; FY 1981, not detected(3). The daily intake of ronnel for 8 population groups (6-11 months old, 2 yr old, 14-16 yr old male/female, 25-30 yr old male/female and 60-65 yr old male/female) during 1982-1984 were all less than 0.1 ng/kg body wt/day(4). Ronnel was not detected in the 1989 FDA regulatory monitoring survey for pesticides in foods, but was detected in trace amounts in the 1990 regulatory monitoring survey(5-6).

... /FENCHLORPHOS/ IS FOUND IN MILK AFTER ORAL DOSING ... /OF CATTLE/

Since ronnel hasn't been manufactured for many years, exposure to ronnel should be minimal. When it was used, workers applying the insecticide in lifestock applications or in food storage areas would be exposed to ronnel by inhalation and dermal contact. (SRC)|NIOSH (NOES Survey 1981-1983) has statistically estimated that a total of 3,823 workers are potentially exposed to ronnel in the USA(1).

Drug Information

Ronnel was the first animal systemic insecticide and continues to be effectively used in livestock in oral and contact applications.|MEDICATION (VET): FENCHLORPHOS IS A SYSTEMIC INSECTICIDE ... FOR ORAL ADMIN TO CATTLE AGAINST ECTOPARASITES.|MEDICATION (VET): ... IN TREATMENT OF WARBLE INFESTATION IN CATTLE.|MEDICATION (VET): LIMITED TRIALS INDICATE POSSIBLE USEFULNESS IN HABRONEMIASIS OF HORSES.|For more Therapeutic Uses (Complete) data for RONNEL (10 total), please visit the HSDB record page.

VET: DO NOT USE IN LACTATING DAIRY CATTLE; WITHDRAW 10 DAYS PRIOR TO CALVING; DO NOT USE IN ANIMALS EXPOSED TO CHOLINESTERASE INHIBITORS.

AFTER ADMIN OF RADIOACTIVE TROLENE, HIGHEST LEVELS OF TROLENE & ITS DERIVATIVES IN ALL TISSUES WERE REACHED AFTER 12 HR. ... RESIDUES PERSISTING 7 DAYS AFTER ORAL ADMIN WERE SIMILAR FOR TROLENE & ITS OXYGEN ANALOG. TISSUES IN ORDER OF DECR PERSISTENCE ... /WERE/ LIVER, KIDNEY, SPLEEN, SUBCUTANEOUS & MESENTERIC FAT, HEART, BRAIN.|FOLLOWING ABSORPTION FROM GI TRACT, SKIN, OR LUNGS, ORGANOPHOSPHATE PESTICIDES ARE DISTRIBUTED THROUGHOUT BODY. THEY DO NOT ACCUM IN ANY PARTICULAR TISSUE. /ORGANOPHOSPHATE PESTICIDES/|... SIX PESTICIDES (DIAZINON, DIMETHOATE, DISULFOTON, ETHION, PARATHION, & RONNEL) ... /HAVE BEEN RECOVERED/ IN LOW NANOGRAM RANGE FROM SUCH DIVERSE EXTRACTS AS ALFALFA, LETTUCE, MILK ... CHICKENS, HALIBUT, BEES, & URINE.|... FENCHLORPHOS IS STORED IN BODY FAT ... IT IS FOUND IN MILK AFTER ORAL DOSING ... /OF CATTLE/.

TROLENE & ITS OXYGEN ANALOG WERE HYDROLYZED IN RATS & EXCRETED IN URINE INITIALLY AS PHENYL PHOSPHORIC & PHOSPHOROTHIOIC ACIDS. THESE DECR ... WHILE EXCRETION OF DIMETHYL PHOSPHORIC ACID INCR.|... 42% OF RONNEL AT 100 MG/KG DOSAGE WAS METABOLIZED TO DESMETHYL RONNEL COMPARED TO 6% AT 2 MG/KG DOSAGE. /IN URINE OF RATS AFTER ORAL ADMIN/|TWO PRIMARY PATHWAYS OF APPROX EQUAL IMPORTANCE FOR RONNEL METABOLISM WERE DEMONSTRATED, HYDROLYSIS OF P-O-PHENOL BOND & HYDROLYSIS OF P-O-METHYL BOND TO SECONDARY ESTERS ... .|In vitro studies with preparations from rat brain and liver, indicated the formation of the oxygen analog of ronnel and that this was the source of ronnel toxicity.|For more Metabolism/Metabolites (Complete) data for RONNEL (6 total), please visit the HSDB record page.

8.91 Days

MOST ... /ORGANOPHOSPHATE PESTICIDES/ ARE NOT POTENT INHIBITORS OF ESTERASES UNTIL THEY ARE ACTIVATED IN LIVER ... BY MICROSOMAL OXIDATIVE ENZYMES. /ORGANOPHOSPHORUS PESTICIDES/|Ronnel is a weak inhibitor of cholinesterase. It affects the pseudoesterase of the plasma predominantly, rather than the true acetylcholinesterase of the red blood cells, upon both single and repeated oral doses.

The analysis of technical organophosphorus insecticides by (31)P nuclear magnetic resonance showed the major known toxic contaminants to be simple trialkyl phosphorothio- and -dithioic acid esters and the S-alkyl insecticide isomers. Small amt of the bis derivatives & the dithiopyrophosphate were also detected. These contaminants included both byproducts from the synthesis as well as degradation products. This procedure was used to analyze ... technical grade products /including/ ronnel.

Exposure Routes: inhalation, ingestion, skin and/or eye contact Target Organs: Eyes, liver, kidneys, blood plasma (NIOSH, 2016)

Eye: If this chemical contacts the eyes, immediately wash the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately. Contact lenses should not be worn when working with this chemical. Skin: If this chemical contacts the skin, promptly wash the contaminated skin with soap and water. If this chemical penetrates the clothing, promptly remove the clothing and wash the skin with soap and water. Get medical attention promptly. Breathing: If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform mouth-to-mouth resuscitation. Keep the affected person warm and at rest. Get medical attention as soon as possible. Swallow: If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2016)|(See procedures)


Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

7C. AFTER ASPIRATION OF GASTRIC CONTENTS & WASHING OF STOMACH, INSTILL /PRC- 30 G OF ACTIVATED CHARCOAL IN 3-4 OZ OF WATER (CHILDREN), 100 G IN 8-10 OZ WATER (ADULTS)/ ... THROUGH STOMACH TUBE TO LIMIT ABSORPTION OF REMAINING TOXICANT. ... D. IF BOWEL MOVEMENT HAS NOT OCCURRED IN 4 HR, & ... PATIENT IS FULLY CONSCIOUS, GIVE SODIUM SULFATE, 0.25 G/KG, IN 6-8 OZ OF WATER, AS CATHARTIC. MAGNESIUM SULFATE & CITRATE ARE EQUALLY SUITABLE ... . RETAINED MAGNESIUM MAY DEPRESS CNS FUNCTION. 8. DO NOT ADMIN MORPHINE, AMINOPHYLLINE, PHENOTHIAZINES, OR RESERPINE, FUROSEMIDE, OR ETHACRYNIC ACID ... . /ORGANOPHOSPHATE PESTICIDES/|1. INSURE THAT A CLEAR AIRWAY EXISTS BY ASPIRATION OF SECRETIONS IF NECESSARY. ADMIN OXYGEN BY MECHANICALLY ASSISTED PULMONARY VENTILATION IF RESPIRATION IS DEPRESSED. IMPROVE TISSUE OXYGENATION AS MUCH AS POSSIBLE BEFORE ADMIN ATROPINE TO MINIMIZE RISK OF VENTRICULAR FIBRILLATION. IN SEVERE POISONINGS, IT MAY BE NECESSARY TO SUPPORT PULMONARY VENTILATION MECHANICALLY FOR SEVERAL DAYS. 2. ADMIN ATROPINE SULFATE IV, OR IM IF IV INJECTION IS NOT POSSIBLE. ... IN MODERATELY SEVERE POISONING: ADULT DOSAGE AND CHILDREN OVER 12 YR: 0.4-2.0 MG REPEATED EVERY 15 MIN UNTIL ATROPINIZATION IS ACHIEVED. MAINTAIN ATROPINIZATION WITH REPEATED DOSAGE OF 0.02-0.05 MG/KG BODY WEIGHT. /ORGANOPHOSPHATE PESTICIDES/|2. SEVERELY POISONED INDIVIDUALS MAY EXHIBIT REMARKABLE TOLERANCE TO ATROPINE; TWO OR MORE TIMES THE DOSAGES SUGGESTED ABOVE MAY BE NEEDED. THE DOSE OF ATROPINE MAY BE INCREASED AND THE DOSING INTERVAL DECREASED AS NEEDED TO CONTROL SYMPTOMS. CONTINUOUS INTRAVENOUS INFUSION OF ATROPINE MAY BE NECESSARY WHEN ATROPINE REQUIREMENTS ARE MASSIVE. REVERSAL OF MUSCARINIC SYMPTOMS AND SIGNS, NOT AN ARBITRARY DOSE LIMIT, IS THE DESIRED END-POINT. PRESERVATIVE-FREE ATROPINE PRODUCETS SHOULD BE USED WHENEVER POSSIBLE. NOTE: PERSONS NOT POISONED OR ONLY SLIGHTLY POISONED BY ORGANOPHOSPHATES MAY DEVELOP SIGNS OF ATROPINE TOXICITY FROM SUCH LARGE DOSES. FEVER, MUSCLE FIBRILLATIONS, AND DELIRIUM ARE THE MAIN SIGNS OF ATROPINE TOXICITY. IF THESE APPEAR WHILE THE PATIENT IS FULLY ATROPINIZED, ATROPINE ADMINISTRATION SHOULD BE DISCONTINUED, AT LEAST TEMPORARILY, WHILE THE SEVERITY OF POISONING IS REEVALUATED. /ORGANOPHOSPHATE PESTICIDES/|3. DRAW BLOOD SAMPLE (HEPARINIZED) FOR CHOLINESTERASE ANALYSIS BEFORE ADMINISTRATION OF PRALIDOXIME, WHICH TENDS TO REVERSE THE CHOLINESTERASE DEPRESSION. 4. ADMIN PRALIDOXIME (PROTOPAM, 2-PAM) IN CASES OF SEVERE POISONING ... IN WHICH RESP DEPRESSION, MUSCLE WEAKNESS & TWITCHINGS ARE SEVERE. ... ADULT DOSAGE AND CHILDREN OVER 12): GIVE 1.0-2.0 G IV @ NO MORE THAN 0.2 G/MIN. CHILD'S DOSE (UNDER 12 YR): GIVE 20-50 MG/KG (DEPENDING ON SEVERITY) IV, INJECTING NO MORE THAN HALF TOTAL DOSE/MIN. DOSAGE ... MAY BE REPEATED IN 1-2 HR, THEN @ 10-12 HR INTERVAL IF NEEDED. IN VERY SEVERE POISONINGS, DOSAGE ... MAY BE DOUBLED. /ORGANOPHOSPHATE PESTICIDES/|For more Antidote and Emergency Treatment (Complete) data for RONNEL (9 total), please visit the HSDB record page.

CHOLINESTERASE INHIBITOR|SYMPTOMATOLOGY: 1. NAUSEA ... VOMITING, ABDOMINAL CRAMPS, DIARRHEA, EXCESSIVE SALIVATION ... 2. HEADACHE, GIDDINESS, VERTIGO & WEAKNESS. 3. RHINORRHEA & SENSATION OF TIGHTNESS IN CHEST ARE COMMON IN INHALATION EXPOSURE. 4. BLURRING OR DIMNESS OF VISION, MIOSIS ... TEARING, CILIARY MUSCLE SPASM, LOSS OF ACCOMMODATION & OCULAR PAIN ... MYDRIASIS ... SOMETIMES SEEN ... PROBABLY DUE TO SYMPATHO-ADRENAL DISCHARGE. 5. LOSS OF MUSCLE COORDINATION, SLURRING OF SPEECH, FASCICULATIONS & TWITCHING OF MUSCLES (PARTICULARLY OF TONGUE & EYELIDS), & GENERALIZED PROFOUND WEAKNESS. 6. MENTAL CONFUSION, DISORIENTATION & DROWSINESS. /PARATHION/|SYMPTOMATOLOGY: 7. DIFFICULTY IN BREATHING, EXCESSIVE SECRETION OF SALIVA & OF RESP TRACT MUCUS, ORONASAL FROTHING, CYANOSIS, PULMONARY RALES & RHONCHI & HYPERTENSION, (PRESUMABLY DUE TO ASPHYXIA). 8. RANDOM JERKY MOVEMENTS, INCONTINENCE, CONVULSIONS, & COMA. 9. DEATH PRIMARILY DUE TO RESP ARREST ARISING FROM FAILURE OF RESP CENTER, PARALYSIS OF RESP MUSCLES, INTENSE BRONCHOCONSTRICTION OR ALL THREE. /PARATHION/|Toxic by ingestion & inhalation.|For more Human Toxicity Excerpts (Complete) data for RONNEL (7 total), please visit the HSDB record page.

Dermafos

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.|inhalation, ingestion, skin and/or eye contact

In Animals: irritation eyes; cholinesterase inhibition; liver, kidney damage


Dizziness. Sweating. Laboured breathing. Unconsciousness. Vomiting. Pupillary constriction, muscle cramp, excessive salivation.


MAY BE ABSORBED!

Eyes, liver, kidneys, blood plasma

Fenchlorphos Use and Manufacturing

Methods of Manufacturing

It is obtained by condensation of 2, 4, 5-trichlorophenol and O, O-dimethylthiophosphoryl chloride. Add 2, 4, 5-trichlorophenol and 25% sodium hydroxide to the reaction pot, stir, and heat to 50-60°C to dissolve them all. Cool to 45°C, add O, O, -dimethylthiophosphoryl chloride dropwise, and stir at 45°C for 10 min after the drop. The temperature was raised to 65°C and maintained for 20 minutes. Cool to 40°C and add 10% sodium hydroxide solution. Continue to cool, precipitate the phophosphine crystals, filter at 13.5-14.5 ℃. Sequentially wash with water, 0.75% (volume) hydrochloric acid solution and water to obtain crude product. Recrystallize with ethanol to get white finished product with a yield of about 95%.

Uses

Insecticide.

Production

(1972) 9.1X10+8 G|(1974) 4.99X10+8 G (CONSUMPTION)

100% FOR AGRICULTURE (LIVESTOCK AND LIVESTOCK HOUSING) (1972)

USEPA/OPP Pesticide Code 058301; Trade Names: Korlan, Nankor, Trolene, Viozene, Fenchlorfos, ENT-23284, Blitex, Dermafos, Dow et 14, Dow et 57, Ectoral, ET 14, ET 57, Rovan.|Nankor - 4% dust; Trolene - 15 g boluses- oral for cattle; Korlan (technical grade) - spray; granules - 5% active ingredient; aerosole -2.5% active ingredient; Smear - 5% active ingredient; liquid formulation - 2 lb/active ingredient gal.|EMULSIFIABLE CONCENTRATES

The WHO Recommended Classification of Pesticides by Hazard identifies Fenchlorfos (technical grade) as an active ingredient believed to be obsolete or discontinued for use as a pesticide.|NOT COMPATIBLE WITH ALKALINE MATERIALS SUCH AS LIME SULFUR, LIME OR BORDEAUX MIXTURE.|PRESLAUGHTER WITHDRAWAL TIME FOR DAIRY CATTLE (DAYS) 10. /FROM TABLE/|SINCE FENCHLORPHOS IS STORED IN BODY FAT IT IS RECOMMENDED BY US DEPARTMENT OF AGRICULTURE THAT 60 DAY PERIOD SHOULD ELAPSE BEFORE SLAUGHTER OF TREATED BEEF CATTLE.|Discontinued by Dow Chemical Co.

GENERAL SAMPLE, SPECTROPHOTOMETRY.|TLC METHOD.|Determination of ronnel in feeds by using GC method and spectrophotometric method. (For mineral feed mixtures containing 1-40% ronnel).|NIOSH Method S299. Analyte: Ronnel. Matrix: Air. Procedure: GC with flame photometric detector. Method Evaluation: Method was validated over the range of 2.815 to 17.11 mg/cu m using a 120 l sample. Method detection limit: 0.2 ug/sample. Precision (CVT): 0.080. Interferences: Volatile phosphorus containing cmpd.|EPA Method 8140. GC for the determination of various organophosphorous pesticides in solid waste including ronnel. Prior to analysis, appropriate sample extraction techniques must be used. ... Organic liquids may be analyzed by direct injection. Detection is achieved with flame photometer or thermionic detector. For ronnel the method has a detection limit of 0.3 ug/l. Using spiked wastewater samples in the range 1.0 to 50 ug/l, single operator accuracy and precision of 18 analysis resulted in an average recovery of 99.2%, and a standard deviation of 5.6%.

Extraction from animal tissue with acetonitrile, saponification with formation of 2,4,5-trichlorophenol, reaction with 4-aminoantipyrine & spectrophotometric determination at 505 nm ... .|Product analysis is by ir spectroscopy. Residues in bovine fat may be determined by gas liquid chromatography or by acid hydrolysis, the 2,4,5-trichlorophenol formed is steam distilled & estimated by colorimetry after reaction with 4-amino-1,5-dimethyl-2-phenylpyrazol-3-one (4-aminoantipyrine).|GC with ECD for determination of residues of ronnel and its phenolic metabolites in animal tissues with acetone first and then with hexane. Recoveries ranged from 75 to 95% for ronnel added to animal tissues at the 0.01 ppm level; recoveries of the oxygen analog added at the 0.015 ppm level ranged from 80 to 100%. Detection limit is 0.005 ppm ronnel, 0.05 ppm phenolic metabolites.

Agrochemicals -> Insecticides|INSECTICIDES

Computed Properties

Molecular Weight:321.5
XLogP3:5.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:319.899735
Monoisotopic Mass:319.899735
Topological Polar Surface Area:59.8
Heavy Atom Count:16
Complexity:273
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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