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563-12-2

563-12-2 Structure

563-12-2 Structure
IdentificationBack Directory
[Name]

ETHION
[CAS]

563-12-2
[Synonyms]

Kwit
Itopaz
rp8167
ETHIOL
ETHION
Etilon
RP 8167
Rodocid
nia1240
Nialate
ethion4
Ethodan
Ethopaz
Ethanox
Hylemax
Hylemox
CETHION
DHANUMIT
FMC-1240
Diethion
NIA 1240
Rodocide
RP-Thion
Rhodocide
fosfono50
Embathion
ent24,105
ethiol100
fosfatoxe
CEKUETION
TAFETHION
CETHION(R)
Fosfono 50
Fosfatox E
ENT 24,105
Rhodiacide
NIALATE(R)
NIA 1240(R)
phosphotoxe
niagara1240
Niagara 1240
Phosphotox E
'LGC' (1212)
Ethion (ISO)
vegfrufosmite
Vegfru-fosmite
Ethion mixture
NIAGARA 1240(R)
Ethion Standard
ETHION, 1GM, NEAT
ETHION TECHNICAL GRADE
nt 24,105ethanoxethiol
Ethion Solution, 100ppm
ETHION(90%,95%TECH,50%EC)
diethion (france,india, rsa)
ethion (ansi,esa,jmaf,iso,bsi)
Ethion emulsion(content0.5%-25%)
ETHYL METHYLENE PHOSPHORODITHIOATE
ETHION PESTANAL (O,O,O',O'-TETRA- ETHYL
Bis[(diethoxyphosphinothioyl)thio]methane
O,O,O',O'-Tetraaethyl-bis(dithiophosphat)
o,o,o’,o’-tetraaethyl-bis(dithiophosphat)
methyleen-s,s’-bis(o,o-diethyl-dithiofosfaat)
Methyleen-S,S'-bis(O,O-diethyl-dithiofosfaat)
S,S'-Methylen-bis(O,O-diaethyl-dithiophosphat)
s,s’-methylen-bis(o,o-diaethyl-dithiophosphat)
methylene-s,s’-bis(o,o-diaethyl-dithiophosphat)
Methylene-S,S'-bis(O,O-diaethyl-dithiophosphat)
Bis(S-(diethoxyphosphinothioyl)mercapto)methane
S,S'-METHYLENE BIS[O,O-DIETHYL PHOSPHORODITHIOATE]
tetraethyls,s’-methylenebis(phosphorothiolothionate)
s,s’-methyleneo,o,o’,o’-tetraethylphosphorodithioate
o,o,o,o-tetraethyls,s’-methylenebis(dithiophosphate)
Ethion powder,wettable powder granules(content2%-25%)
S,S'-Methylene O,O,O',O'-tetraethyl phosphorodithioate
Tetraethyl S,S'-methylene bis(phosphorothiolothionate)
S,S’-Methylene-O,O,O’,O’-tetra-ethylphosphorodithloate
o,o,o’,o’-tetraethyls,s’-methylenebisphosphordithioate
Ethyl methylene phosphorodithioate ([(EtO)2P(S)S]2CH2)
O,O,O',O'-Tetraethyl S,S'-methylenebisphosphordithioate
o,o,o’,o’-tetraethyl-s,s’-methylenebisphosphorodithioate
O,O,O’,O’-Tetra-ethyl-D’,S’-methylenediphosphorodithioate
O,O,O',O'-Tetraethyl S,S'-Methylene bisphosphorodithioate
O,O,O',O'-TETRAETHYL S,S'-METHYLENE DI(PHOSPHORODITHIOATE)
O,O,O,O-tetraethyl-S,S'-methylene bis (phosohorodithioate)
phosphorodithioicacid,s,s’-methyleneo,o,o’,o’-tetraethylester
Phosphorodithioic acid, S,S'-methylene O,O,O',O'-tetraethyl ester
phosphorodithioicacid,o,o-dietylester,s,s-diesterwithmethanedithiol
phosphorodithioicacid,o,o-diethylester,s,s-diesterwithmethanedithiol
[(diethoxythiophosphorylthio)methylthio]-diethoxy-thioxo-phosphorane
Phosphorodithioic acid, O,O-diethyl ester, S,S-diester with methanedithiol
ethion (ISO) O,O,O',O'-tetraethyl S,S'-methylenedi (phosphorodithioate) diethion
diethoxyphosphinothioylsulfanylmethylsulfanyl-diethoxy-sulfanylidene-$l^{5}-phosphane
[EINECS(EC#)]

209-242-3
[Molecular Formula]

C9H22O4P2S4
[MDL Number]

MFCD00036232
[MOL File]

563-12-2.mol
[Molecular Weight]

384.48
Chemical PropertiesBack Directory
[Appearance]

Ethion is a colorless to amber-colored, odorless liquid. The technical product has a very disagreeable odor; freezing/melting point 5 213℃ 2 12℃C.
[Melting point ]

-13 to -12°
[Boiling point ]

164~165℃ (0.3mmHg)
[density ]

d420 1.220
[vapor pressure ]

2.0 x 10-4 Pa (25 °C)
[refractive index ]

nD20 1.5490
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly)
[form ]

liquid
[Water Solubility ]

2 mg l-1 (25 °C)
[JECFA Number]

85
[Merck ]

13,3772
[BRN ]

1804530
[Exposure limits]

NIOSH REL: TWA 0.4 mg/m3; ACGIH TLV: TWA 0.4 mg/m3.
[EPA Substance Registry System]

Ethion (563-12-2)
Hazard InformationBack Directory
[Chemical Properties]

ethion is an odorless amber liquid. It is very sparingly soluble in water, but soluble in most organic solvents. Ethion undergoes decomposition on heating or on burning and produces toxic and corrosive fumes, including phosphorus oxides and sulfur oxides. It is used for the control of crop pests and household insects. These include, but are not limited to, aphids, mite, sticks, scales, thrips, leaf hoppers, maggots, leaf-feeding insects, foliar-feeding larvae, and house fl ies. It may be used on a wide variety of food, fi ber, and ornamental crops, including greenhouse crops, lawns, and turf. Ethion is often used on citrus and apples. It is mixed with oil and sprayed on dormant trees to kill eggs and scales. Occupational workers and the general public are exposed to ethion while working in industries that manufacture ethion and when eating raw fruits or vegetables that have been treated with ethion. There are no residential uses for ethion.
[Uses]

It is used as a pesticide.
[Definition]

ChEBI: An organic thiophosphate that is S,S'-methanediyl bis[dihydrogen (phosphorodithioate)] in which all the hydroxy groups have been converted to their corresponding ethyl esters respectively. Ethion is an organophosphate insecticide with inhibitory activity t wards the enzyme acetylcholinesterase ( EC 3.1.1.7).
[Uses]

Insecticide; acaricide.
[General Description]

ETHION is a colorless or amber colored liquid with a disagreeable odor. ETHION is a wettable emulsifiable liquid. ETHION is toxic by inhalation, skin absorption, and/or ingestion. ETHION burns, but is not easily ignited. Fire may produce toxic and irritating fumes. ETHION is used as a pesticide.
[Reactivity Profile]

Organothiophosphates, such as ETHION, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
[Health Hazard]

ETHION is very toxic; the probable oral lethal dose for humans is 50-500 mg/kg, which is between one teaspoonful and one ounce for a 150-lb person.
[Fire Hazard]

Shock can shatter the container, releasing the contents. Fire may produce irritating or poisonous gases. Decomposes above 302F. When heated to decomposition ETHION emits highly toxic fumes of oxides of sulfur and phosphorus. Hydrolyzed by acids and alkalies. Slowly oxidized in air.
[Hazard]

Cholinesterase inhibitor, use may be restricted. Questionable carcinogen.
[Health Hazard]

Ethion is highly to moderately toxic to animals and humans by the oral route. It causes toxicity and poisoning with symptoms such as nausea, cramps, diarrhea, excessive salivation, severe depression, irritability, confusion, headache, blurred vision, fatigue, tightness in chest, abnormal heart beat and breathing. On repeated exposures and in high concentrations, ethion causes severe symptoms of poisoning. The symptoms of toxicity and poisoning include, but are not limited to, pupillary constriction, muscle cramp, impaired memory and concentration, disorientation, speech diffi culties, delayed reaction times, nightmares, sleepwalking, loss of coordination, convulsions, unconsciousness/coma, and death. Studies on laboratory animals and humans have not indicated any evidence of mutagenic, teratogenic, or carcinogenic effects of ethion.
[Potential Exposure]

An organothiophosphate. A potential danger to those involved in the manufacture, formulation and application of this insecticide and acaricide. Ethion is a preharvest topical insecticide used primarily on citrus fruits, deciduous fruits, nuts, and cotton. It is also used as a cattle dip for ticks and as a treatment for buffalo flies
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Speed in removing material from skin is of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Effects may be delayed. Keep victim under observation
[Shipping]

UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2783 Organophosphorus pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required.
[Incompatibilities]

Decomposes violently when heated above 150℃. Mixtures with magnesium may be explosive. Contact with oxidizers may cause the release of phosphorous oxides. Contact with strong reducing agents, such as hydrides; may cause the formation of flammable and toxic phosphine gas
[Description]

Ethion is a colorless to amber-colored, odorEthion is a colorless to amber-colored, odorless liquid. The technical product has a very disagreeableodor; Freezing/Melting point =-13 to -12℃. Molecularweight = 384.49; Boiling point = 164℃; Vaporpressure = 0.0000015 mmHg at 20℃; Flash point = 176℃.Hazard Identification (based on NFPA-704 M RatingSystem): Health 3, Flammability 1, Reactivity 0. Practicallyinsoluble in water; solubility = 0.0001%.
[Waste Disposal]

Do not empty into drains or sewage system. Small amounts can be burned with alkali. For larger amounts, the suggested method is incineration with added solvent in furnace equipped with afterburner and alkali scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
[Agricultural Uses]

: Insecticide, Acaricide: Not approved for use in EU countries. Not registered for use in the U.S. There are 33 global suppliers. Ethion is an organophosphate pesticide used to kill aphids, mites, scales, thrips, leafhoppers, maggots, and foliar feeding larvae. It may be used on a wide variety of food, fiber, and ornamental crops, including greenhouse crops, lawns, and turf. Ethion is a preharvest topical insecticide used primarily for spraying on citrus fruits, deciduous fruits, apples, nuts and cotton. It is also used as a cattle dip for ticks and as a treatment for buffalo flies. It is mixed with oil and sprayed on dormant trees to kill eggs and scales. It is available in dust, emulsifiable concentrate, emulsifiable solution, granular, and wettable powder formulations.
[Trade name]

AC 3422®; EACITHION®; EAQUA ETHION®; EBLADAN®; ECOMMANDO INSECTICIDE CATTLE EAR TAG®; EDRASTIC®; EEMBATHION®; EETHANOX®; EETHIOL®; EETHODAN®; EETHOPAZ®; EFMC-1240®; EFOSFATOXE®; EFOSFONO 50®; EHYLEMOX®; EITOPAZ®; EKWIT®[C]; EMITKILL®; ENAGATA®; ENIA 1240®[C]; ENIAGARA 1240®[C]; ENIALATE®; EPHOSPHOTOX E®; EPROKIL®[C]; ERHODIACIDE®; ERHODOCIDE®; ERODOCID®; ERP-THION®; ESENTRY®[C]; ESOPRATHION®; ETAFETHION®; EVEGFRUFOSMITE®; EVEGFRU FOSMITE®
[Environmental Fate]

Biological. Ethion degraded in lagoonal sediments obtained at various sites in the Indian River between Cape Kennedy and Vero Beach, FL. In 14 sediment samples enriched with ethion, 8 exhibited iron sulfide (precursor hydrogen sulfide) production following 20 days of incubation at room temperature. The bacteria responsible for the degradation of ethion, a reducing agent, was tentatively identified as Clostridium (Sherman et al., 1974).
Soil. The half-lives of ethion in an organic soil varied from 16 to 49 weeks; however, repeated applications each spring resulted in increased residues of unreacted ethion (Chapman et al., 1984).
Photolytic. Ethion in hexane did not exhibit absorption at UV wavelengths >260 nm (Gore et al., 1971). Chemical/Physical. Emits toxic fumes of phosphorus and sulfur oxides when heated to decomposition (Sax and Lewis, 1987; Lewis, 1990).
The hydrolysis half-lives of ethion in a sterile 1% ethanol/water solution at 25°C and pH values of 4.5, 5.0, 6.0, 7.0 and 8.0 were 99, 63, 58, 24 and 8.4 weeks, respectively (Chapman and Cole, 1982).
[Metabolic pathway]

Ethion is principally degraded in animals via hydrolysis which results in P-S and C-S bond cleavage to give O,O-diethyl phosphorothioate and O,O-diethyl phosphorodithioate respectively. It is also oxidatively desulfurated to its mono and dioxon forms.
[Metabolism]

The main biodegradation routes of ethion in animals are cleavage of the P?S and C?S linkages to give O,O-diethyl hydrogen phosphorothioate and O,O-diethyl hydrogen phosphorodithioate, respectively. Oxidative desulfuration to its mono- and dioxons also occurs.
[storage]

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, well-ventilated area away from alkaline material, strong acids,and other incompatible materials listed above. Where possible, automatically pump liquid from drums or other storagecontainers to process containers
[Degradation]

Ethion is hydrolysed by aqueous acid and alkalis. Its DT50 at pH value 9 was 390 days. It is slowly oxidised in air (PM). Ethion was photolysed via an oxidative desulfuration mechanism affording the dioxon (2) when it was irradiated with visible light in the presence of a photosensitising dye (Crystal Violet). This oxidation was mediated by singlet oxygen as evidenced by the reduced yield of 2 in the presence of singlet oxygen scavengers such as diazabicyclo[2.2.2]octane (Vaidya et al., 1990) (Scheme 1).
[Toxicity evaluation]

The acute oral LD50 for rats is 208 mg/kg. Inhalation LC50 (4 h) for rats is 0.45mg/L air. NOEL (2yr) for rats is 6 mg/kg diet (0.3 mg/kg/d). ADI is 2 μg/kg b.w.
Safety DataBack Directory
[Hazard Codes ]

T,N
[Risk Statements ]

21-25-50/53
[Safety Statements ]

25-36/37-45-60-61-23
[RIDADR ]

3018
[WGK Germany ]

3
[RTECS ]

TE4550000
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[Safety Profile]

Poison by ingestion, skin contact, and intraperitoneal routes. Human systemic effects by ingestion: flaccid paralysis without anesthesia, motor activity changes, fever, and inhibition of cholinesterase. When heated to decomposition it emits highly toxic fumes of SOx and POx. See also PARATHION
[Hazardous Substances Data]

563-12-2(Hazardous Substances Data)
[Toxicity]

LD50 in female, male rats (mg/kg): 27, 65 orally; 62, 245 dermally (Gaines)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium bicarbonate-->Petroleum crude oil-->Diethylphosphorodithioate-->sodium O,O-diethyl dithiophosphate
Spectrum DetailBack Directory
[Spectrum Detail]

ETHION(563-12-2)MS
ETHION(563-12-2)1HNMR
ETHION(563-12-2)13CNMR
ETHION(563-12-2)IR1
Tags:563-12-2 Related Product Information
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