DISULFOTON CAS 298-04-4
Introduction：Basic information about DISULFOTON CAS 298-04-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
DISULFOTON Basic information
| Product Name: | DISULFOTON |
| Synonyms: | s-2-(ethylthio)ethylo,o-diethylesterofphosphorodithioicacid;Solvigran;Solvirex;Thiodemetron;VUagT 1-4;VUagT 1964;M-74;BAYER 19639 |
| CAS: | 298-04-4 |
| MF: | C8H19O2PS3 |
| MW: | 274.4 |
| EINECS: | 206-054-3 |
| Product Categories: | DIO - DIZMethod Specific;Endocrine Disruptors (Draft)Pesticides;AcaricidesPesticides&Metabolites;Alpha sort;D;DAlphabetic;EPA;Insecticides;Organophorous;Pesticides;Pesticides&Metabolites;AcaricidesMethod Specific;Baby Food Directives 13/2003 EC&14/2003 ECPesticides&Metabolites;European Community: ISO and DIN;OrganophorousMore...Close...;AcaricidesAlphabetic |
| Mol File: | 298-04-4.mol |
DISULFOTON Chemical Properties
| Melting point | 110-112℃ |
| Boiling point | bp0.01 108°; bp1.5 132-133° |
| density | 1.1445 g/cm3 (20 ºC) |
| vapor pressure | 7.2 x 10-3 Pa (20 °C) |
| refractive index | 1.5501 (589.3 nm 20℃) |
| Fp | 133 °C |
| storage temp. | 0-6°C |
| Water Solubility | 25 mg l-1 (20 °C) |
| form | liquid |
| Merck | 13,3400 |
| BRN | 1709167 |
| Major Application | agriculture environmental |
| InChI | 1S/C8H19O2PS3/c1-4-9-11(12,10-5-2)14-8-7-13-6-3/h4-8H2,1-3H3 |
| InChIKey | DOFZAZXDOSGAJZ-UHFFFAOYSA-N |
| SMILES | CCOP(=S)(OCC)SCCSCC |
| CAS DataBase Reference | 298-04-4(CAS DataBase Reference) |
| EPA Substance Registry System | Disulfoton (298-04-4) |
Safety Information
| Hazard Codes | T+,N |
| Risk Statements | 27/28-50/53 |
| Safety Statements | 28-36/37-45-60-61 |
| RIDADR | 3018 |
| OEB | D |
| OEL | TWA: 0.1 mg/m3 [skin] |
| WGK Germany | 3 |
| RTECS | TD9275000 |
| HazardClass | 6.1(a) |
| PackingGroup | I |
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
| Hazard Classifications | Acute Tox. 1 Dermal Acute Tox. 2 Oral Aquatic Acute 1 Aquatic Chronic 1 |
| Hazardous Substances Data | 298-04-4(Hazardous Substances Data) |
| Toxicity | LD50 in female, male rats (mg/kg): 2.3, 6.8 orally; 6, 15 dermally (Gaines) |
| Description | Disulfoton is a combustible, colorless toyellowish oil with a characteristic odor. Technical productis a brown liquid. Molecular weight= 274.42; Boilingpoint= 132133℃ at 1.5 mm pressure; Freezing/Meltingpoint $ 225℃; Vapor pressure= 0.0002 mmHg at 20℃;Flash point=82℃. Hazard Identification (based on NFPA704 M Rating System): Health 4, Flammability 1,Reactivity 0. Practically insoluble in water;solubility 5 0.003% at 25℃ |
| Chemical Properties | Disulfoton is a dark yellowish oil with an aromatic, sulfurous odor. It is soluble in mostorganic solvents and fatty oils. Disulfoton is a selective, systemic insecticide and acaricide.It is used for seed coating and for soil application to protect from insect attacks, for thecontrol of sucking insects, aphids, leaf hoppers, thrips, beet-fl ies, spider mites, and coffeeleafminers. Disulfoton has been used extensively in pest control on a variety of crops,such as cotton, tobacco, sugar beets, corn, peanuts, wheat, ornamentals, cereal grains, andpotatoes. It is grouped by the US EPA under RUP. Human exposures to disulfoton occurthrough breathing contaminated air, drinking contaminated water, eating contaminatedfood, and working in industries that manufacture and formulate the pesticide. |
| Uses | Systemic insecticide and acaricide for control of sucking insects and mites in fruits, vegetables, cotton and forestry nurseries. |
| Uses | Disulfoton is used to control sucking insects and mites in a widerange of crops. |
| Uses | DISULFOTON is used as systemic insecticide and acaracide. |
| Definition | ChEBI: An organic thiophosphate that is the diethyl ester of S-[2-(ethylsulfanyl)ethyl] dihydrogen phosphorodithioate. |
| General Description | Disulphoton is a dark yellowish oil with an aromatic, sulphurous odour. It is soluble in most organic solvents and fatty oils. Disulphoton is a selective, systemic insecticide and acaricide. It is used for seed coating and for soil application to protect from insect attacks and for the control of sucking insects, aphids, leafhoppers, thrips, beetflies, spider mites, and coffee-leaf miners. Disulphoton has been extensively used in pest control on a variety of crops such as cotton, tobacco, sugar beets, corn, peanuts, wheat, ornamentals, cereal grains, and potatoes. It is grouped by the U.S. EPA under RUP. Human exposures to disulphoton occur through breathing contaminated air, drinking contaminated water, eating contaminated food, and working in industries that manufacture and formulate the pesticide. |
| Reactivity Profile | Organothiophosphates, such as DISULFOTON, 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 | Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. 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. |
| Health Hazard | Disulfoton is highly toxic to animals and humans by all routes of exposures, namely, bydermal absorption, through ingestion, and inhalation by the respiratory route. The symptomsof poisoning include blurred vision, fatigue, headache, dizziness, sweating, tearing,and salivation. It inhibits cholinesterase and affects the nervous system function. It doesnot cause delayed neurotoxicity. Prolonged period of exposures to high concentrations ofdisulfoton cause harmful effects to the nervous system with symptoms such as narrowingof the pupils, vomiting, diarrhea, drooling, diffi culty in breathing, lung edema, tremors,convulsions, coma, and death. Disulfoton causes no mutagenic or teratogenic effects inlaboratory animals. There are no reports indicating that disulfoton causes cancer in animalsor humans. The DHHS, the IARC, and the US EPA have not classifi ed disulfoton asto its ability to cause cancer. |
| Fire Hazard | Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. |
| Agricultural Uses | Insecticide, Acaricide: All products formulated at greater than 2% disulfotonare classified as Restricted Use Pesticides (RUP).Disulfoton is a selective, systemic organophosphate insecticideand acaricide that is especially effective againstsucking insects. It is used to control aphids, leafhoppers,thrips, beet flies, spider mites, and coffee leaf miners. Notapproved for use in EU countries. There are 21 globalsuppliers. |
| Trade name | BAY 19639®; BAYER 19639®;DIMAZ®; DISULFATON®; DI-SYSTON®[C];DISYSTON®[C]; DISYSTOX®; DITHIODEMETON®;DITHIOSYSTOX®; EKATIN TD®; FRUMIN-AL®;FRUMIN G®; GLEBOFOS®; M-74®; S 276®;SOLVIREX®; THIODEMETON®; THIODEMETRON® |
| Safety Profile | Poison by ingestion, inhalation, skin contact, intraperitoneal, and intravenous routes. Human mutation data reported. When heated to decomposition it emits veq toxic SOx and POx. See also various demeton entries and ESTERS. |
| Potential Exposure | AgriculturalChemical; Mutagen; Human Data. Those involved in themanufacture, formulation, and application of this systemicinsecticide and acaricide. |
| First aid | If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Speed in removing material from skinis of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If thischemical has been inhaled, remove from exposure, beginrescue breathing (using universal precautions, includingresuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended following acuteoverexposure. |
| Environmental Fate | Soil/Plant. Disulfoton was metabolized in soil and plants to the corresponding sulfoxide and sulfone via oxidation of the thioether sulfur atoms (Metcalf et al., 1957; Getzin and Shanks, 1970; Takase et al., 1972; Clapp et al., 1976; Worthing and Hance, 1991), the corresponding phosphorothioate analogs and then to derivatives of O,O-diethyl hydrogen phosphate and 2-ethylthioethyl mercaptan (Worthing and Hance, 1991). Disulfoton is rapidly oxidized in soil to its sulfoxide and sulfone with disulfoton oxon sulfoxide and disulfoton oxon sulfone appearing in small amounts (Szeto et al., 1983). In a Portneuf silt loam soil, the persistence of the sulfoxide and sulfone was 32 and >64 days, respectively (Clapp et al., 1976). Disulfoton was translocated from a sandy loam soil into asparagus tips. Disulfoton sulfoxide, disulfoton sulfone, disulfoton oxon sulfoxide and disulfoton oxon sulfone were recovered as metabolites (Szeto and Brown, 1982; Szeto et al., 1983). Disulfoton s Groundwater. According to the U.S. EPA (1986) disulfoton has a high potential to leach to groundwater. Photolytic. Disulfoton was rapidly oxidized to disulfoton sulfoxide and trace amounts (<5% yield) of disulfoton sulfone when sorbed on soil and exposed to sunlight (half-life 1–4 days) (Gohre and Miller, 1986). The photosensitized oxidation was probably due to the presence of singlet oxygen (Gohre and Miller, 1986; Zepp et al., 1981). The degradation rate was higher in soils containing the lowest organic carbon (Gohre and Miller, 1986). Chemical/Physical. Emits toxic fumes of phosphorus and sulfur oxides when heated to decomposition (Sax and Lewis, 1987; Lewis, 1990). When fertilizers containing superphosphate and ammonium nitrate were impregnated with disulfoton, the latter chemically degraded to form disulfoton sulfone and disulfoton sulfoxide (Ibrahim et al., 1969). The reported half-lives for abiotic hydrolysis |
| Metabolic pathway | Disulfoton is metabolised by an analogous route to phorate. The principalroute of disulfoton metabolism in all media is activation via oxidationof the thioether group to the sulfoxide (rapid) and sulfone (slower).Thioether oxidation occurs preferentially to oxidative desulfuration of theP=S group to the oxon, which is usually only present in trace amountsand there is good evidence that the sulfoxide and sulfone oxons arisevia disulfoton sulfoxide and sulfone rather than disulfoton oxon. Themore polar thiooxidised metabolites are translocated in plants and areresponsible for the compound's systemic action. |
| Metabolism | The metabolicroutes of disulfoton are essentially the same in plants,insects, and mammals, involving the oxidation of thesulfide group into the sulfoxide and then sulfone,oxidative desulfuration to the corresponding oxons, andhydrolysis to diethyl phosphorothioate. In mammals,orally administered disulfoton is rapidly metabolized andexcreted in the urine. Disulfoton is rapidly degraded insoil; DT50 (20 ?C) was 1.3–2 d. |
| storage | Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with disulfotonyou should be trained on its proper handling and storage.Store in tightly closed containers in a cool, well-ventilated |
| Shipping | Organophosphorus pesticides, solid, toxic, n.o.s.require a shipping label of “POISONOUS/TOXICMATERIALS.” They fall in DOT Hazard Class 6.1 andDisulfoton in Packing Group I. |
| Toxicity evaluation | The acute oral LD50 forrats is 2–12 mg/kg. Inhalation LC50 (4 h) for rats is0.06–0.015 mg/L air. NOEL (2 yr) for rats is 1 mg/kgdiet (0.05 mg/kg/d). ADI is 0.3 μg/kg b.w. |
| Degradation | Disulfoton is stable at acidic and neutral pH values but it is hydrolysedin alkaline media. |
| Incompatibilities | Contact with oxidizers may cause therelease of phosphorous oxides. Contact with strong reducingagents, such as hydrides, may cause the formation of flammable and toxic phosphine gas. |
DISULFOTON Preparation Products And Raw materials
| Preparation Products | Isothioate-->DISULFOTON-SULFOXIDE |
