ChemicalBook--->CAS DataBase List--->5598-13-0

5598-13-0

5598-13-0 Structure

5598-13-0 Structure
IdentificationMore
[Name]

Chlorpyrifos-methyl
[CAS]

5598-13-0
[Synonyms]

CHLORPYRIFOS METHYL
CHLORPYRIPHOS-METHYL
Dimethyl O-(3,5,6-trichloro-2-pyridyl) phosophorothioate
METHYL DURSBAN
O,O-DIMETHYL O-(3,5,6-TRICHLORO-2-PYRIDINYL) PHOSPHOROTHIOATE
O,O-DIMETHYL O-(3,5,6-TRICHLORO-2-PYRIDYL) PHOSPHOROTHIOATE
PYRIBAN-M
RELDAN
RELDAN(R)
Chloropyrifos-methyl
Chloropyriphos-methyl
Cooper graincote
Dowco 214
dowco214
Dowco-214
Dursban methyl
dursbanmethyl
ENT 27520
ent27520
M 3196
[EINECS(EC#)]

227-011-5
[Molecular Formula]

C7H7Cl3NO3PS
[MDL Number]

MFCD00055310
[Molecular Weight]

322.53
[MOL File]

5598-13-0.mol
Chemical PropertiesBack Directory
[Description]

Chlorpyrifos-methyl is a general use organophosphate insecticide registered in 1985. It is used for the control of stored grain pests, weevils, moths, borers, beetles and mealworms, red flour beetle, and grain moth; for seed treatment; and for warehouse. It is effective against rice stem borer, aphids, cutworms, plant and leaf hoppers, mole crickets and some moths, and stored grain pests. It is poorly soluble in water, moderately soluble in hexane and alcohols, and readily soluble in other organic solvents such as acetone, benzene, and chloroform.
[Appearance]

White or amber crystalline solid. May be dissolved in a flammable or combustible carrier solvent.
[Melting point ]

45.5-46.5°C
[Boiling point ]

347.3±52.0 °C(Predicted)
[density ]

1.64 g/cm3(Temp: 23 °C)
[Fp ]

>100 °C
[storage temp. ]

APPROX 4°C
[solubility ]

Chloroform: Slightly Soluble
[form ]

Crystalline Solid
[pka]

-5.59±0.10(Predicted)
[color ]

Amber
[Water Solubility ]

4mg/L(25 ºC)
[Merck ]

13,2208
[BRN ]

1541078
[Henry's Law Constant]

4.1×100 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
environmental
[InChI]

1S/C7H7Cl3NO3PS/c1-12-15(16,13-2)14-7-5(9)3-4(8)6(10)11-7/h3H,1-2H3
[InChIKey]

HRBKVYFZANMGRE-UHFFFAOYSA-N
[SMILES]

COP(=S)(OC)Oc1nc(Cl)c(Cl)cc1Cl
[CAS DataBase Reference]

5598-13-0(CAS DataBase Reference)
[NIST Chemistry Reference]

o,o-Dimethyl-o-(3,5,6-trichloro-2-pyridyl)phosphorothioate(5598-13-0)
[EPA Substance Registry System]

5598-13-0(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

Chlorpyrifos-methyl is a general use organophosphate insecticide registered in 1985. It is used for the control of stored grain pests, weevils, moths, borers, beetles and mealworms, red fl our beetle, grain moth, for seed treatment. It is effective against rice stem borer, aphids, cutworms, plant and leaf hoppers, mole crickets, moths and stored grain pests. It is poorly soluble in water, moderately soluble in hexane and alcohols, and readily soluble in other organic solvents, such as acetone, benzene, and chloroform
[General Description]

Colorless crystals. Corrosive to copper, brass, iron, and tin plate. Used as an insecticide.
[Reactivity Profile]

A chlorinated organophosphate derivative. Organophosphates 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. CHLORPYRIFOS METHYL(5598-13-0) is incompatible with strong acids and bases.
[Air & Water Reactions]

Hydrolyzed by strong acid and base.
[Health Hazard]

Exposures to chlorpyrifos-methyl cause excessive salivation, sweating, rhinorrhea and tearing, muscle twitching, blurred vision/dark vision, slurred speech, weakness, tremor, incoordination, headache, dizziness, nausea, vomiting, abdominal cramps, diarrhea, respiratory depression, tightness in chest, wheezing, productive cough, fl uid in lungs, and pin-point pupils. In cases of severe exposure and poisoning, chlorpyrifos-methyl causes seizures, incontinence, respiratory depression, loss of consciousness, respiratory paralysis, and death. Exposures to chlorpyrifos-methyl cause cholinesterase inhibition in workers, and the systemic toxicity includes body weight loss, decreased food consumption, and liver, kidney, and adrenal pathology
[Potential Exposure]

Chlorpyrifos-methyl is a general use organophosphate insecticide for use on stored grain (for protection of stored food, feed oil, and seed grains against injury from stored grain weevils, moths, borers, beetles, and mealworms including granary weevil, rice weevil, red flour beetle, confused flour beetle, saw-toothed grain beetle, Indian meal moth, and Angoumois grain moth, lessor grain borers), seed treatment, grain bin, and warehouse.
[First aid]

Treatment for organophosphate poisoning consists of thorough decontamination, cardiorespiratory support, and administration of the antidotes atropine and pralidoxime. In cases of severe poisoning, diazepam, an anticonvulsant, should also be administered. Antidotes should be administered as prevention even if the diagnosis is in doubt. Speed in removing material from eyes and skin is of extreme importance. Eyes: Eye contact can cause dangerous amounts of these chemicals to be quickly absorbed through the mucous membrane into the bloodstream. Immediately and gently flush eyes with plenty of warm or cold water (NO hot water) for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Skin: Get medical aid. Dermal contact can cause dangerous amounts of these chemicals to be absorbed into the bloodstream. Wearing the appropriate PPE equipment and respirator for organophosphate/carbamate pesticides, immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Shampoo hair promptly if contaminated. The removed, contaminated clothing and shoes should be double-bagged and left in Hot Zone for later disposal by hazardous materials experts. Skin may also be decontaminated with diluted hypochlorite solution. Inhalation: Get medical aid. Do not contaminate yourself. Wearing the appropriate PPE equipment and respirator for organophosphate pesticides, immediately remove the victim from the contaminated area to fresh air. If the victim is not breathing, administer artificial respiration. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. If breathing is difficult, administer oxygen through bag/mask apparatus until medical help arrives. Do not leave victim unattended. Ingestion: Call poison control. Loosen all clothing. Never give anything by mouth to an unconscious person. If victim is unconscious or having convulsions, do nothing except keep victim warm. Get medical aid. Transfer promptly to a medical facility. In cases of ingestion, do not induce vomiting. If the victim is alert and asymptomatic, administer a slurry of activated charcoal at a dose of 1 g/kg (infant, child, and adult dose). A soda can and straw may be of assistance when offering charcoal to a child. In some cases you may be specifically instructed by poison control to induce vomiting by way of 2 tablespoons of syrup of ipecac (adult) washed down with a cup of water. Do NOT give activated charcoal before or with ipecac syrup.
[Shipping]

UN2783 Organophosphorus pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
[Incompatibilities]

Strong oxidizers, strong acids, and alkalies. In the presence of strong reducing agents such as hydrides, organophosphates form highly toxic and flammable phosphine gas. Contact with oxidizers can cause the release of toxic oxides of phosphorus. Corrosive to copper, brass, iron, and tin plate.
[Waste Disposal]

This compound is 50% hydrolyzed in aqueous methanol solution @ pH 6 in 1930 days; and in 7.2 days at pH 9.96. Spray mixtures of <1% concentration are destroyed with an excess of 5.25% sodium hypochlorite in ,30 minutes @ 100°C; and in 24 hours @ 30°C. Concentrated (61.5%) mixtures are essentially destroyed by treatment with 100:1 volumes of the above sodium hypochlorite solution and steam in 10 minutes. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office
[Uses]

Chlorpyriphos-methyl is an derivative of Chlorpyrifos (C425300), an insecticide that acts on the nervous system of insects by inhibiting acetylcholinesterase.
[Definition]

ChEBI: An organic thiophosphate that is O,O-dimethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.
[Production Methods]

Chlorpyrifos-methyl is produced commercially through a multi-step synthesis involving organophosphorus chemistry. The process begins with the formation of O,O-dimethyl phosphorochloridothioate, which is then reacted with 3,5,6-trichloro-2-pyridinol, an aromatic compound that serves as the key intermediate. This reaction occurs under controlled conditions, typically in the presence of a base and an organic solvent, to yield chlorpyrifos-methyl.
[Agricultural Uses]

Insecticide: Chlorpyrifos-methyl is used on stored grain (for protection of stored food, feed oil, and seed grains against injury from stored grain weevils, moths, borers, beetles and mealworms including granary weevil, rice weevil, red flour beetle, confused flour beetle, saw-toothed grain beetle, Indian meal moth, and Angoumois grain moth, lessor grain borers), seed treatment, grain bin and warehouse. [14] In 2000, the registrants of chlorpyrifos-methyl requested voluntary cancellation of their products rather than committing to develop additional data for reregistration
[Trade name]

DOWCO-217®; NOLTRAN®; RELDAN®; RELDANE® , STORCIDE®; ZERTELL®
[Mechanism of action]

Non-systemic with contact, stomach and respiratory action. Acetylcholinesterase (AChE) inhibitor.
[Pesticide Type]

Insecticide; Acaricide
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Environment (GHS09)
GHS06,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H317-H331-H410
[Precautionary statements ]

P261-P273-P280-P301+P312-P302+P352-P304+P340+P311
[Hazard Codes ]

Xi;N,N,Xi,Xn,F
[Risk Statements ]

R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking .
[RIDADR ]

UN 3077
[WGK Germany ]

2
[RTECS ]

TG0700000
[HS Code ]

29333990
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1
[Precautions]

Workplaces should have adequate washing facilities at all times during handling and these should be close to the site of handling. Eating, drinking, and smoking should be prohibited during handling and before washing after handling. Containers of chlorpyrifosmethyl should be kept away from foodstuffs, animal feed and their containers, and out of reach of children
[Safety Profile]

Moderately toxic by ingestion, intraperitoneal, and skin contact routes. A skin irritant. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of Cl-, NOx POx and SOxA pesticide.
[Hazardous Substances Data]

5598-13-0(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitrogen-->ZINC-->Phosphorus pentasulfide-->Cobalt chloride-->Benzyltriethylammonium chloride-->1-Methylimidazole-->Chlorpyrifos-->Fenitrothion-->2,3,5,6-Tetrachloropyridine-->Pentachloropyridine-->3,5,6-Trichloro-2-pyridinol-->0,0-Dimethyl Thiophosphate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Dimethyl O-(3,5,6-trichloro-2-pyridyl) phosophorothioate(5598-13-0).msds
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

5598-13-0(sigmaaldrich)
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