AZINPHOS-ETHYL CAS 2642-71-9

Introduction:Basic information about AZINPHOS-ETHYL CAS 2642-71-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

AZINPHOS-ETHYL Basic information

Product Name:AZINPHOS-ETHYL
Synonyms:S-(3,4-DIHYDRO-4-OXOBENZO[D]-[1,2,3]-TRIAZINE-3-YLMETHYL)O,O-DIETHYL PHOSPHORODITHIOATE;R 1513;O,O-DIETHYL-S-[4-OXO-1,2,3-BENZO TRIAZIN-3-[4H]-YLMETHYL]PHOSPHORODITHIOATE;,3-benzotriazin-4(3h)-one;3,4-Dihydro-4-oxo-3-benzotriazinylmethyl O,O-diethyl phosphorodithioate;Azinos;AZINPHOS-ETHYL;AZINUGEC E
CAS:2642-71-9
MF:C12H16N3O3PS2
MW:345.38
EINECS:220-147-6
Product Categories:A;A-BPesticides&Metabolites;AcaricidesAlphabetic;Alpha sort;AR to AZPesticides;Insecticides;Oeko-Tex Standard 100;OrganophorousMethod Specific;Pesticides;Pesticides&Metabolites
Mol File:2642-71-9.mol

AZINPHOS-ETHYL Chemical Properties

Melting point 45-47℃
Boiling point 111°C
density 1.43
vapor pressure 3.2 x 10-4 Pa (20 °C)
storage temp. 0-6°C
Water Solubility 4.5 mg l-1(20 °C)
pka-2.59±0.20(Predicted)
form Solid
BRN 297468
Major Applicationagriculture
environmental
InChI1S/C12H16N3O3PS2/c1-3-17-19(20,18-4-2)21-9-15-12(16)10-7-5-6-8-11(10)13-14-15/h5-8H,3-4,9H2,1-2H3
InChIKeyRQVGAIADHNPSME-UHFFFAOYSA-N
SMILESCCOP(=S)(OCC)SCN1N=Nc2ccccc2C1=O
CAS DataBase Reference2642-71-9(CAS DataBase Reference)
EPA Substance Registry SystemAzinphos-ethyl (2642-71-9)

Safety Information

Hazard Codes T+,N
Risk Statements 24-28-50/53
Safety Statements 28-36/37-45-60-61
RIDADR 2783
WGK Germany 3
RTECS TD8400000
HazardClass 6.1(a)
PackingGroup II
Storage Class6.1A - Combustible, acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 2 Oral
Acute Tox. 3 Dermal
Aquatic Acute 1
Aquatic Chronic 1
Hazardous Substances Data2642-71-9(Hazardous Substances Data)

AZINPHOS-ETHYL Usage And Synthesis

DescriptionAzinphos-ethyl is a colorless crystalline substance; Freezing/Melting point= 53℃. Molecular weight=345.4. Boiling point= 111℃. Hazard Identification (basedon NFPA-704 M Rating System): Health 3, Flammability 0,Reactivity 0. Slightly soluble in water.
Chemical PropertiesAzinphos-ethyl forms colorless, clear crystals. It is insoluble in water, but soluble in mostorganic solvents. As an acaricide, azinphos-ethyl is used for the control of pests, such as,spider mites, aphids, caterpillars, potato bug, beetles, bollweevils, whitefl ies, bollworms,thrips, and other biting and sucking insects. Human exposures to azinphos-ethyl occurthrough absorption from the gastrointestinal tract, through the intact skin, and by inhalationof fi ne spray mist and dusts.
Azinphos-ethyl is a non-systemic organophosphorus insecticide, which is used against arelatively broad spectrum of insects. These include lepidopterous larvae, beetles and theirlarvae, aphids, jassids, and spider mites on various crops. And also crops of cotton, rice,sugar and fodder beets, fruits such as apples, pears, citrus-fruit, grapes; tobacco. Manycountries around the world have stopped the use of this pesticide.
UsesAzinphos-ethyl is used to control both chewing and sucking pestson a wide range of crops.
DefinitionChEBI: Azinphos-ethyl is an organothiophosphate insecticide and an organic thiophosphate. It has a role as an acaricide, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an agrochemical. It derives from a hydride of a 1,2,3-benzotriazine.
General DescriptionColorless crystals. Used as a non-systemic insecticide with good ovicidal properties and long persistence. Used on cotton, citrus, vegetables, potatoes, tobacco, rice, and cereals to control caterpillars, beetles, aphids, spiders and many other insects. Not registered for use in the U.S.
Air & Water ReactionsNearly insoluble in water. What little amount is solubilized will readily hydrolyze.
Reactivity ProfileThe BPS Pesticide incident in Helena resulted in an explosion and death of three firemen. The burning of a 1,000 pound sack of Azinphos Methyl or the flashing of Maneb which was present on the facility may have caused the explosion. Azinphos Ethyl may behave similarly. At elevated temperatures, AZINPHOS-ETHYL will decompose generating toxic gases.
Health HazardThe systemic effects of AZINPHOS-ETHYL are similar to parathion. It is an extremely potent systemic toxicant via ingestion, inhalation and skin contact. It may cause death or permanent injury after very short exposure to small quantities.
Health HazardAzinphos-ethyl as an organophosphate pesticide is very toxic to animals and humans, inhibitingthe cholinesterase enzyme. Occupational workers exposed to azinphos-ethyl show symptomsof poisoning. On exposure through skin contact, inhalation of dust or spray, or accidentalingestion/swallowing, azinphos-ethyl is fatal. The early symptoms of toxicity include, but arenot limited to, excessive sweating, headache, miosis, dyspnea, nausea, vomiting and diarrhea,blurred vision, muscle fasciculations, weakness, increased salivation, stomach pains,slurred speech. More severe poisoning leads to respiratory failure due to a combination ofbronchorrhea, bronchoconstriction (muscarinic effects), paralysis of the respiratory muscles(nicotinic effects), and respiratory center paralysis (central effects), which all may eventuallylead to shortness of breath, brain hypoxia, convulsions, and coma. Oral and dermal exposuresto azinphos-ethyl cause a disturbed heart rate with chest pain. Hypotension (low bloodpressure) may be observed, although hypertension (high blood pressure) is not uncommon.Exposed and poisoned occupational workers show respiratory symptoms, such as dyspnea,pulmonary edema, respiratory depression, and respiratory paralysis.
Reports have shown that azinphos-ethyl causes the inhibition of acetylcholinesteraseactivity in plasma, erythrocytes, the brain and sub-maxillary gland. Studies have indicatedthat multiple doses of azinphos-ethyl in low doses cause the plasma activity of ratsand dogs to fall rapidly to a stable level, while the activity of the erythrocyte acetylcholinesterasefalls more gradually.
Health HazardA highly toxic substance by all routes ofentry, especially ingestion and skin contact;inhalation hazard may be low because ofvery low vapor pressure [2.2* 10 -7 torr at20 °C (68 °F)]; the systemic effects are sim-ilar to parathion and azinphos methyl; thetoxic effects are nausea followed by vomit-ing, abdominal pain, diarrhea, salivation, andsecretion of excessive mucus in mouth andnose; headache, giddiness, weakness, slur-ring of speech, tightness in the chest, tear-ing, eye muscle pain and blurring of vision,breathing difficulty, convulsion, and coma(Gosselin 1976); ingestion of a small quan-tity can be fatal.
Oral LD50 (rat): 7 mg/kg.
Fire Hazard(Non-Specific -- Organophosphorus Pesticide, n.o.s.) When heated to decomposition, AZINPHOS-ETHYL emits very toxic fumes of sulfur, phosphorus and nitrogen oxides. Container may explode in heat of fire.
Safety ProfilePoison by ingestion, inhalation, skin contact, and intraperitoneal route. A cholinesterase inhibitor type of insecticide. When heated to decomposition it emits toxic fumes of SOx, POx,, and NOx. See also PARATHION.
Potential ExposureIt is a nonsystemic organophosphateinsecticide and miticide with good ovicidal properties andlong persistence. It is not registered for use in the UnitedStates. Among other crops, it is used on cotton, citrus, vegetables, potatoes, tobacco, rice, and cereals to control caterpillars, beetles, aphids, spiders, and many other insects.
First aidthis chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immedi ately with soap and water. Speed in removing materialfrom skin is of extreme importance. Shampoo hairpromptly if contaminated. Seek medical attention immedi ately. If this chemical has been inhaled, remove from296 Azinphos-ethylexposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing hasstopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
Metabolic pathwayAlthough the metabolism of azinphos-ethyl has been studied much lessthan that of azinphos-methyl, the biotransformations which have beenreported appear to be totally analogous.
storageColor Code—Blue: Health Hazard/Poison: Store ina secure poison location. Prior to working with this chemicalyou should be trained on its proper handling and storage.Store in tightly closed containers in a cool, well-ventilatedarea away from oxidizers, acids, and sources of ignition.Although this compound is chemically stable in storage, it isdecomposed at elevated temperatures with evolution of gas,and rapidly decomposed in cold alkali to form anthranilicacid and other decomposition products.
ShippingThis chemical is an organophosphorus pesticide,solid, toxic. The required label is “POISONOUS/TOXICMATERIALS.” It is in Hazard Class 6.1.
DegradationAzinphos-ethyl is rapidly hydrolysed in alkaline and acid media but isfairly stable under neutral conditions. The DT50 values at pH values 4,7 and 9 were 3 hours, 270 days and 11 days, respectively (PM). Thephotolytic degradation of 1% azinphos-ethyl in chloroform solutionirradiated in a Pyrex photoreactor at λ> 313 nm was investigated byAbdou ef al. (1987) who purified the products by silica gel columnchromatography and identified them by MS and 1H NMR spectroscopy.Four metabolites were identified: 3-methylbenzazimide (2), benzazimide(3), both of which were identified by Liang and Lichtenstein (1972)as photolysis products of azinphos-methyl. Two additional productsalso identified were N-methylanthranilic acid (4) and the rearrangedphosphate triester, O,O-diethyl O-(3-methylbenzo[d-l,2,3]-triazine-4-yl) phosphate (5) (Scheme 1).
IncompatibilitiesContact 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.
PrecautionsAzinphos-ethyl is an organophosphorus compound that inhibits cholinesterase enzymes.It is very toxic and occupational workers should be very careful during use, storage, andwaste disposal of it.

AZINPHOS-ETHYL Preparation Products And Raw materials

Raw materialsMethyl anthranilate
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