Oxamyl CAS 23135-22-0

Introduction:Basic information about Oxamyl CAS 23135-22-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Oxamyl Basic information

Product Name:Oxamyl
Synonyms:1-(dimethylcarbamoyl)-n-((methylcarbamoyl)oxy)thio-formidicacimethyles;2-(dimethylamino)-n-(((methylamino)carbonyl)oxy)-2-oxoethanimidothioicacidm;N-Methylcarbamic acid [(dimethylcarbamoyl)(methylthio)methylene]amino;N-Methylcarbamic acid [(dimethylcarbamoyl)(methylthio)methylene]amino ester;dpx1410;dpx1410l;Du pont 1410;dupont1410
CAS:23135-22-0
MF:C7H13N3O3S
MW:219.26
EINECS:245-445-3
Product Categories:OMore...Close...;Alpha sort;NematicidesAnalytical Standards;AcaricidesPesticides;Alphabetic;N-PPesticides&Metabolites;CarbamatesMethod Specific;Endocrine Disruptors (Draft)Pesticides&Metabolites;EPA;Insecticides;O;Pesticides;Pesticides&Metabolites
Mol File:23135-22-0.mol

Oxamyl Chemical Properties

Melting point 100°C
density 0.9700
vapor pressure 5.1×10-5Pa (25 °C)
refractive index 1.6630 (estimate)
storage temp. 0-6°C
solubility Chloroform: Slightly Soluble,Methanol: Slightly Soluble
pka10.48±0.46(Predicted)
Water Solubility 28 g/100 mL
BRN 2212753
Stability:Hygroscopic
Major Applicationagriculture
environmental
InChI1S/C7H13N3O3S/c1-8-7(12)13-9-5(14-4)6(11)10(2)3/h1-4H3,(H,8,12)/b9-5-
InChIKeyKZAUOCCYDRDERY-UITAMQMPSA-N
SMILESCNC(=O)O\N=C(/SC)C(=O)N(C)C
CAS DataBase Reference23135-22-0(CAS DataBase Reference)
NIST Chemistry ReferenceOxamyl(23135-22-0)
EPA Substance Registry SystemOxamyl (23135-22-0)

Safety Information

Hazard Codes T+;N,N,T+
Risk Statements 21-26/28-51/53
Safety Statements 36/37-45-61
RIDADR UN 2811
WGK Germany 3
RTECS RP2300000
HazardClass 6.1(a)
PackingGroup I
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 2 Inhalation
Acute Tox. 2 Oral
Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1
Hazardous Substances Data23135-22-0(Hazardous Substances Data)
ToxicityLD50 orally in rats: 5 mg/kg (Fahmy)

Oxamyl Usage And Synthesis

DescriptionOxamyl, is also called N,N-dimethyl-2-methylcarbamoyloxyimino-2-(methylthio)acetamide (IUPAC), consists of colorlesscrystals, which are readily soluble in water, methanol,ethanol, acetone, and fairly soluble in toluene.Oxamyl is produced by chlorination of the oxime ofmethylglycolate, reaction with methanethiol and alkali,and conversion to the carbamate with methyl isocyanate.
UsesOxamyl is a pesticide used in the treatment and protection of crops from parasites and insects.
UsesInsecticide, nematocide, acaricide.
UsesOxamyl is a broad spectrum systemic insecticide/nematicide. Itexhibits both oral and contact toxicity to control both sucking and chewinginsects and mites in a wide variety of row crops, fruits, vegetables andornamentals.
DefinitionChEBI: Oxamyl is a carbamate ester. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a carbamate insecticide, an acaricide, an antinematodal drug and an agrochemical. It is functionally related to a methylcarbamic acid.
Agricultural UsesInsecticide, Nematicide, Acaricide: A systemic and contact insecticide/acaricide andnematicide, oxamyl is a restricted use pesticide used onapples, bananas, carrots, celery, citrus, cotton, cucumbers,eggplants, garlic, ginger, muskmelon (including cantaloupeand honeydew melon), onion (dry bulb), peanuts,pears, peppers, peppermint, pineapples, plantains, potatoes,pumpkins, soybeans, spearmint, squash, sweet potatoes,tobacco, tomatoes, watermelons, yams. Oxamyl isalso used on non-bearing apple, cherry, citrus, peach, pear,and tobacco. It is applied directly onto plants or the soilsurface. It is available in both liquid and granular form, butthe granular form is banned in the U.S. It has no residentialuse. Registered for use in EU countries[115
Trade nameBLADE®; D-1410®; DPX 1410®;INSECTICIDE-NEMACIDE 1410®; OXAMYLCARBAMATE INSECTICIDE®; THIOXAMYL®;VYDATE®; VYDATE® 10G; VYDATE L®; VYDATEINSECTICIDE/NEMATICIDE®; VYDATE OXAMYLINSECTICIDE/NEMATOCIDE®[C]
Safety ProfilePoison by ingestion, skin contact, and inhalation. Experimental reproductive effects. Moderately toxic by skin contact. When heated to decomposition it emits very toxic fumes of NOx and SOx
Potential ExposureOxamyl is a white crystalline solid. Sulfur orgarlic-like odor. Molecular weight=219.3
First aidIf 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. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation 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.Obtain authorization and/or further instructions from thelocal hospital for administration of an antidote or performance of other invasive procedures. Transport to a thehealth-care facility.
Environmental FateSoil. Oxamyl rapidly degraded in a loamy sand and fine sand soil at 25°C to carbondioxide and the intermediate methyl N-hydroxy-N,N-dimethyl-1-thiooxaminidate (Rajagopolet al., 1984). The reported half-life in soil is approximately one week (Worthingand Hance, 1991). Ou and Rao (1986) reported a half-life in soil of 8–50 days. The reportedhalf-lives of oxamyl in Pitstone, Devizes, Sutton Veany and Mepal soils at 15°C werereported to be 10.2–13.1, 6.2, 7.1 and 17.8 days, respectively (Bromilow et al., 1980).Smelt et al. (1987) reported that oxamyl degraded at a higher rate in field plots afterrepeated applications of this nematocide than in soils that received no treatment. Therepeated applications of oxamyl to soils probably induced microbial activity, whichresulted in the accelerated disappearance of this compound.
Harvey and Han (1978) reported a half-life of 8 days for oxamyl in soil.
Groundwater. According to the U.S. EPA (1986) oxamyl has a high potential to leachto groundwater.
Plant. Dislodgable residues of oxamyl on cotton leaf 0, 24, 48, 72 and 96 hours afterapplication (0.41 kg/ha) were 1.5, 1.1, 1.2, 0.85 and 0.76 mg/m2, respectively (Buck et al.,1980).
Chemical/Physical. The hydrolysis half-lives of oxamyl in a sterile 1% ethanol/watersolution at 25°C and pH values of 4.5, 6.0, 7.0 and 8.0, were 300, 17, 1.6 and 0.20 weeks,respectively (Chapman and Cole, 1982). Under alkaline conditions, oxam
Metabolic pathwayOxamyl degrades in soils, plants and animals following common metabolicpathways. Primary degradation reactions include the hydrolysis ofthe carbamate ester to yield the corresponding oxyimidothioate andnitrile. Other major metabolic reactions include N-demethylation and thehydration/oxidation of the nitriles to the corresponding amides andacids. The majority of the oxamyl metabolites are recovered as conjugatesin plants and animals. No metabolites containing the oxidised thiomethylgroup were observed. The primary degradation/metabolic pathways ofoxamyl are presented in Scheme 1.
storageColor Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, wellventilated area away from heat and light. Where possible,automatically transfer material from drums or other storagecontainers to process containers.
ShippingUN2811 Toxic solids, organic, n.o.s., HazardClass: 6.1; Labels: 6.1-Poisonous materials, TechnicalName Required. UN2991 Carbamate pesticides, liquid,toxic, flammable, flash point <23°C, Hazard Class: 6.1;Labels: 6.1-Poisonous material, 3-Flammable liquid.
DegradationOxamyl (1) was stable under acidic conditions but hydrolysed rapidlyunder basic conditions at 25 °C with DT50 values of >30 days at pH 5,8 days at pH 7, and 3 hours at pH 9 (McNally and Wheeler, 1988).Cleavage of the methylcarbamoyl bond yielded methyl 2-( dimethylamino)-N-hydroxy-2-oxoethanimidothioate (2) as the primary hydrolysisproduct.
Exposure to artificial sunlight enhanced the degradation of oxamyl inpH 5 solution (DT50 7 vs. >30 days) to yield compound 2 (McNally,1988). Rapid degradation of oxamyl was also observed in natural waterexposed to natural sunlight (DT50 <1 day, Harvey and Han, 1978a).Compound 2 and its geometrical isomer (3) were major productsobserved in natural and distilled water exposed to artificial and naturalsunlight. Further hydrolysis yielded (dimethy1amino)oxoacetica cid (4) asa minor photodegradation product in natural water exposed to naturalsunlight.
IncompatibilitiesCompounds of the carboxyl group reactwith all bases, both inorganic and organic (i.e., amines)releasing substantial heat, water and a salt that may beharmful. Incompatible with arsenic compounds (releaseshydrogen cyanide gas), diazo compounds, dithiocarbamates,isocyanates, mercaptans, nitrides, and sulfides(releasing heat, toxic, and possibly flammable gases), thiosulfatesand dithionites (releasing hydrogen sulfate and oxidesof sulfur).
Waste DisposalConsult with environmentalregulatory agencies for guidance on acceptable disposal2264 Oxamylpractices. Generators of waste containing this contaminant(≥100 kg/mo) must conform with EPA regulations governingstorage, transportation, treatment, and waste disposal.Small quantities may be treated with alkali and buried in alandfill. In accordance with 40CFR165, follow recommendationsfor the disposal of pesticides and pesticide containers.Must be disposed properly by following package label directionsor by contacting your local or federal environmentalcontrol agency, or by contacting your regional EPA office.

Oxamyl Preparation Products And Raw materials

Raw materialsOxiMino OxaMyl-->METHYLISOCYANATE 1 X 500MG NEAT
Oxamic acid sodium salt CAS 565-73-1
Oxaprozin CAS 21256-18-8
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