5598-13-0 Usage
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.
Chemical Properties
Different sources of media describe the Chemical Properties of 5598-13-0 differently. You can refer to the following data:
1. 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
2. White or amber crystalline solid. May be dissolved in a flammable or combustible carrier solvent.
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An organic thiophosphate that is O,O-dimethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.
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 is incompatible with strong acids and bases.
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
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?
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.
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.
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
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
Check Digit Verification of cas no
The CAS Registry Mumber 5598-13-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,9 and 8 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5598-13:
(6*5)+(5*5)+(4*9)+(3*8)+(2*1)+(1*3)=120
120 % 10 = 0
So 5598-13-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H7Cl3NO3PS/c1-12-15(16,13-2)14-7-5(9)3-4(8)6(10)11-7/h3H,1-2H3
5598-13-0Relevant articles and documents
Preparation methods of methyl ethyl thiophosphoryl chloride and methyl ethyl chlorpyrifos
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Paragraph 0051-0055; 0062-0066; 0073-0077, (2019/03/06)
The invention provides a preparation method of methyl ethyl thiophosphoryl chloride and relates to the field of chemical synthesis. Thiophosphoryl chloride is adopted as an initial raw material and reacts with ethyl alcohol to obtain an intermediate A; the intermediate A reacts with sodium methoxide to obtain the methyl ethyl thiophosphoryl chloride. The preparation method is simple to operate, raw materials are easy to obtain, reaction conditions are mild, and the methyl ethyl thiophosphoryl chloride can be obtained with high efficiency and high yield only through the simple two-step reaction. The invention further provides a preparation method of methyl ethyl chlorpyrifos; the methyl ethyl thiophosphoryl chloride is prepared by adopting the preparation method of the methyl ethyl thiophosphoryl chloride and then reacts with sodium trichloro pyridinol to obtain the methyl ethyl chlorpyrifos. The preparation method is simple and convenient to operate and low in requirements for equipment and can realize the scale production of the methyl ethyl chlorpyrifos.
Reactivity of the insecticide chlorpyrifos-methyl toward hydroxy! and perhydroxyl ion. Effect of cyclodextrins
Vico, Raquel V.,De Rossi, Rita H.,Bujaan, Elba I.
experimental part, p. 691 - 702 (2010/06/11)
The reactivity of Chlorpyrifos-Methyl (1) toward hydroxyl ion and the α-nucleophile, perhydroxyl ion was investigated in aqueous basic media. The hydrolysis of 1 was studied at 25° C in water containing 10% ACN or 7% 1,4-dioxane at NaOH concentrations between 0.01 and 0.6m; the second-order rate constant is 1.88 × 10-2m-1 s-1 in 10% ACN and 1.70 × 10-2m-1 s-1 in 7% 1,4-dioxane. The reaction with H2O2 was studied in a pH range from 9.14 to 12.40 in 7% 1,4-dioxane/H2O; the second-order rate constant for the reaction of HOO ion is 7.9 m-1 s-1 whereas neutral H2O2 does not compete as nucleophile. In all cases quantitative formation of 3,5,6-trichloro-2-pyridinol (3) was observed indicating an SN2(P) pathway. The hydrolysis reaction is inhibited by α-, β-, and γ-cyclodextrin showing saturation kinetics; the greater inhibition is produced by γ-cyclodextrin. The reaction with hydrogen peroxide is weakly inhibited by α- and β-cyclodextrin (β-CD), whereas g-cyclodextrin produces a greater inhibition and saturation kinetics. The kinetic data obtained in the presence of β-or γ-cyclodextrin for the reaction with hydroxyl or perhydroxyl ion indicate that the main reaction pathway for the cyclodextrin-mediated reaction is the reaction of HO- or HOO- ion with the substrate complexed with the anion of the cyclodextrin. The inhibition is attributed to the inclusion of the substrate with the reaction center far from the ionized secondary OH groups of the cyclodextrin and protected from external attack of the nucleophile. Sucrose also inhibits the hydrolysis reaction but the effect is independent of its concentration. Copyright
