FORMOTHION

FORMOTHION Basic information
Product Name:FORMOTHION
Synonyms:S-[2-(FORMYLMETHYLAMINO)-2-OXOETHYL] O,O-DIMETHYL DITHIOPHOSPHATE;S-[2-(FORMYLMETHYLAMINO)-2-OXOETHYL]-O,O-DIMETHYL-PHOSPHORODITHIONATE;O,O-DIMETHYL S-(N-FORMYL-N-METHYL-CARBAMOYLMETHYL)PHOSPHORODITHIOATE;Formothionsolution in xylene PESTANAL, s;Formothion 0.1;ForMothion solutio;Anthio 33;nthio 25
CAS:2540-82-1
MF:C6H12NO4PS2
MW:257.27
EINECS:219-818-6
Product Categories:Peptide
Mol File:2540-82-1.mol
FORMOTHION Structure
FORMOTHION Chemical Properties
Melting point 25.5℃
Boiling point 317.8±52.0 °C(Predicted)
density 1.361 g/cm3 (20 ºC)
vapor pressure 1.13 x 10-4 Pa (20 °C)
refractive index 1.5541 (589.3 nm 20℃)
Fp 25 °C
storage temp. 2-8°C
Water Solubility 2600 mg l-1(24 °C)
form solid
pka-1.79±0.70(Predicted)
BRN 5942199
CAS DataBase Reference2540-82-1(CAS DataBase Reference)
EPA Substance Registry SystemFormothion (2540-82-1)
Safety Information
Hazard Codes Xn
Risk Statements 21/22-36/38-20/21/22-10
Safety Statements 36/37-36-26
RIDADR 3018
WGK Germany 3
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data2540-82-1(Hazardous Substances Data)
ToxicityLD50 in rats, rabbits (mg/kg): 350, 410 orally (Liesche)
MSDS Information
FORMOTHION Usage And Synthesis
DescriptionFormothion is a pale yellow liquid or crystalline mass, decomposes on distillation, mp 25–26 ?C, vp 0.113 mPa (20 ?C). It is poorly soluble in water (2.6 g/L at 24 ?C) and miscible with most organic solvents, except aliphatic hydrocarbons. Log Kow = 1.47. Formothion is hydrolyzed in aqueous media to dimethoate (activation) and dimethoate carboxylic acid (degradation): DT50 (23 ?C) at pH 3–9 is less than 1 d.
Chemical PropertiesFormothion is an odorless, yellowish viscous oil or crystalline mass.
Chemical PropertiesYellow liquid.Insoluble in water; miscible with common organic solvents.
UsesAcaricide, systemic insecticide.
UsesFormothion is used to control sucking pests and internally feeding larvae in a variety of crops.
DefinitionChEBI: Formothion is a dicarboximide.
General DescriptionViscous yellow oil or a crystalline mass. Used as an insecticide and acaricide on crops and ornamentals. Not presently produced commercially in the U.S.
Air & Water Reactionshydrolyzed by water especially under alkaline conditions. [EPA, 1998].
Reactivity ProfileOrganophosphates, such as FORMOTHION, 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.
HazardCholinesterase inhibitor.
Health HazardFORMOTHION is one of the least toxic systemic organophosphates. FORMOTHION is a compound of low to moderate toxicity. It causes the depression of cholinesterase, leading to accumulation of acetylcholine in the nervous system, which is believed to be responsible for the symptoms.
Fire HazardWhen heated to decomposition, FORMOTHION emits very toxic fumes of nitrogen oxides, phosphorus oxides and sulfur oxides. FORMOTHION is an organophosphorus insecticide. Some of these materials may burn but none of them ignite readily. Container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Avoid alkaline pesticides; hydrolyzed by water especially under alkaline conditions.
Agricultural UsesInsecticide, Acaricide: Formothion is a systemic and contact insecticide used to control spider mites, aphids, psyllids, mealy bugs, whiteflies, jassids, leaf miners, ermine moths, and fruit flies. It is used on tree fruits, vines, olives, hops, cereals, sugar cane, rice. Formothion is available as an emulsifiable concentrate and an ultra-low-volume spray. A U.S. EPA restricted Use Pesticide (RUP). Not approved for use in EU countries
Trade nameAFLIX®; ANTHIO®; ANTIO®; CP 53926®; S 6900®; SAN 244 I®; SAN 6913 I®; SAN 71071®; SPENCER S-6900®; VEL 4284®
Safety ProfilePoison by ingestion, inhalation, sh contact, and intravenous routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, POx, and SOx. See also ESTERS.
Potential ExposureFormothion is an insecticide and acar icide for use on crops and ornamentals. Formothion is not currently produced commercially in the U.S.
Metabolic pathwayFormothion is broken down in aqueous solution to approximately equal amounts of dimethoate and dimethoate carboxylic acid, the first of which is an activation step and the latter a degradative one. All studies which have investigated the fate of formothion in biological systems have identified these two metabolites but there is evidence that their formation is purely base-catalysed and not enzyme-catalysed. In this respect, the amide group of formothion is much more labile than that of dimethoate since dimethoate carboxylic acid has only been reported in metabolic studies and is not formed by base-catalysed hydrolysis of dimethoate.
ShippingUN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
DegradationFormothion is hydrolysed by water to dimethoate (2) and dimethoate carboxylic acid (3). Dilute solutions in non-polar organic solvents are stable (PM). El-Oshar and Dauterman (1977) investigated the hydrolysis of [O-14C-methyl]formothion in 1.0 M phosphate buffer at pH values between 5.5 and 8.0 at 37 °C. The amounts of unchanged formothion and products were assessed after 30 min. At all pH values the amounts of dimethoate (2) and dimethoate carboxylic acid (3) were approximately equal, indicating that the rate of attack by the hydroxyl ion was equal at both carbonyl groups. The rate of hydrolysis was pH dependent with 16.4% hydrolysis at pH 5.5, 65.2% hydrolysis at pH 7.0 and 96.7% hydrolysis at pH 8.0 after 30 min. The route leading to dimethoate carboxylic acid would yield N-methylformamide (4) as the additional product. A suggested route for the base-catalysed hydrolysis of formothion is shown in Scheme 1.
Toxicity evaluationThe acute oral LD50 for rats is 365–500 mg/kg. Inhalation LC50 (4 h) for rats is 3.2 mg/L air. NOEL (2 y) for rats is 80 mg/kg diet (4 mg/kg/d). ADI is 0.02 mg/kg b.w.
IncompatibilitiesStrong oxidizers may cause release of toxic phosphorus oxides. Organophosphates, in the pres ence of strong reducing agents such as hydrides, may form highly toxic and flammable phosphine gas. Keep away from alkaline materials.
Waste DisposalIn accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by follow ing package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
FORMOTHION Preparation Products And Raw materials
FAMPHUR N-(Mercaptoacetyl)leucine ethyl ester S-ester with O,O-diethylphosphor odithioate FORMOTHION FORMOTHION SOLUTION 100UG/ML IN HEXANE 1ML FOSAMINE AMMONIUM FORMOTHION SOLUTION 100UG/ML IN ACETONITRILE 1ML O,O-DIMETHYLS-(N-METHYLCARBAMOYLMETHYL)PHOSPHORODITHIOATE Dimethyl disulfide Dimethylphosphorodithioate

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