ChemicalBook--->CAS DataBase List--->116-06-3

116-06-3

116-06-3 Structure

116-06-3 Structure
IdentificationBack Directory
[Name]

ALDICARB
[CAS]

116-06-3
[Synonyms]

Temic
TEMIK
Temek
temikg
UC21149
Aldicab
oms-771
Aldecarb
temikg10
TEMIK(R)
SANACARB
ALDICARB
temik10g
temik[qr]
temic[qr]
10 -100 g
Aldicarbe
ai3-27093
ent27,093
oms771[qr]
nci-c08640
NSC 379586
Temik 10 G
Temik G 10
uc21149[qr]
temik10g[qr]
carbamyl[qr]
aldecarb[qr]
ent27,093[qr]
nci-c08640[qr]
Aldicarb solution
ALDICARB, 1GM, NEAT
rcrawastenumberp070
unioncarbideuc-21149
unioncarbide21149[qr]
ALDICARB PESTANAL
sulfonealdoxycarb[qr]
aldicarbe(french)[qr]
unioncarbideuc-21149[qr]
Aldicarb Solution, 100ppm
aldicarb (bsi,iso-e,ansi)
ENDOSULFAN ALCOHOL PESTANAL, 100 MG
2-methyl-2-methylthio-propionaldehyd-o-(n-methyl-
2-Methyl-2-(methylthio)propanal O-(methylcarbamoyl)oxime
2-methyl-2-(methylthio)-propanao-((methylamino)carbonyl)oxime
2-methyl-2-(methylthio)-propanao-[(methylamino)carbonyl]oxime
2-Metil-2-tiometil-propionaldeid-O-(N-metil-carbamoil)-ossima
2-Methyl-2(methylthio)propanal-o-[(methy-lamino)carbonyl]oxime
2-methyl-2-(methylthio)-propionaldehydo-(methylcarbamoyl)oxime
2-methyl-2-(methylthio)propanal,o-((methylamino)carbonyl)oxime
2-Methyl-2-(methylthio)propanal, O-((methylamino)carbonyl)oxime
o-(methylcarbamoyl)-2-methyl-2-(methylthio)propionaldehyd-oxime
2-METHYL-2-(METHYLTHIO)-PROPION-ALDEHYDE O-METHYLCARBAMOYLOXIME
2-methyl-2-methylthio-propionaldehyd-o-(n-methyl-carbamoyl)-oxim
2-Methyl-2-methylthio-propionaldehyd-O-(N-methyl-carbamoyl)-oxime
2-metil-2-tiometil-propionaldeid-o-(n-metil-carbamoil)-ossima[qr]
2-methyl-2-(methylthio)-propanao-((methylamino)carbonyl)oxime[qr]
2-methyl-2-(methylthio)propionaldehydeo-(methylcarbamoyl)oxime[qr]
2-methyl-2-(methylthio)propanal,o-((methylamino)carbonyl)oxime[qr]
2-methyl-2-(methylthio)-propionaldehydo-(methylcarbamoyl)oxime[qr]
Propanal, 2-methyl-2-(methylthio)-, O-[(methylamino)carbonyl]oxime
Propionaldehyde, 2-methyl-2-(methylthio)-, O-(methylcarbamoyl)oxime
2-methyl-2-methylthio-propionaldehyd-o-(n-methyl-carbamoyl)-oxim[qr]
methyl-carbamicacio-((2-methyl-2-(methylthio)propylidene)amino)deriv.
aldicarb (ISO) 2-methyl-2-(methylthio)propanal-O-(N-methylcarbamoyl)oxime
Carbamic acid, methyl-, O-((2-methyl-2-(methylthio)propylidene)amino) deriv.
(1E)-2-Methyl-1-(([(methylamino)carbonyl]oxy)imino)-2-(methylsulfanyl)propane
[EINECS(EC#)]

204-123-2
[Molecular Formula]

C7H14N2O2S
[MDL Number]

MFCD00041807
[MOL File]

116-06-3.mol
[Molecular Weight]

190.26
Chemical PropertiesBack Directory
[Appearance]

Aldicarb is a noncombustible, white crystalline solid with a slight sulfurous odor
[Melting point ]

99-100° with dec >100°
[density ]

d425 1.195
[vapor pressure ]

1.3×10-2 Pa (25 °C)
[refractive index ]

1.4920 (estimate)
[Fp ]

2 °C
[storage temp. ]

APPROX 4°C
[form ]

neat
[pka]

11.7
[Water Solubility ]

4.9 g l-1(pH 7,20 °C)
[BRN ]

2209304
[IARC]

3 (Vol. 53) 1991
[EPA Substance Registry System]

Aldicarb (116-06-3)
Hazard InformationBack Directory
[Chemical Properties]

Aldicarb is a white crystalline solid. It is not compatible with alkaline materials and is non-corrosive to metals and plastics. It is sparingly soluble in water, but soluble in acetone, xylene, ethyl ether, toluene, and other organic solvents. Aldicarb has been classifi ed as an RUP and hence should only be used by trained and certifi ed workers. Aldicarb is used to control mites, nematodes, and aphids and is applied directly to the soil. It is used widely on cotton, peanut, and soybean crops. In the mid-1980s, there were highly publicized incidents in which misapplication of aldicarb contaminated cucumbers and watermelons and led to adverse effects in people. Aldicarb is metabolized in the liver of mammals fi rst into aldicarb sulfoxide and later into aldicarb sulfone.
[Uses]

Aldicarb is used as an insecticide.
[Definition]

ChEBI: The oxime carbamate resulting from the addition of 2-methyl-2-(methylsulfanyl)propanaldoxime to methyl isocyanate. A member of the class of oxime carbamate insecticides, aldicarb is a mixture of E and Z isomers; it is not nown which isomer is more active.
[Uses]

Insecticide, acaricide, nematocide.
[General Description]

White crystals with a slightly sulfurous odor. Commercial formulations are granular Used as an insecticide, acaricide, and nematocide.
[Air & Water Reactions]

Slightly water soluble.
[Reactivity Profile]

ALDICARB is a carbamate ester. ALDICARB decomposes at temperatures greater than 212° F. ALDICARB is incompatible with highly alkaline substances. ALDICARB is rapidly converted by oxidizing agents.
[Health Hazard]

ALDICARB is a carbamate pesticide. It is super toxic; the probable oral lethal dose for humans is less than 5 mg/kg, or a taste (less than 7 drops) for a 150-lb. person. It is extremely toxic by both oral and dermal routes.
[Fire Hazard]

When heated to decomposition, ALDICARB emits very toxic fumes of nitrogen oxides and sulfur oxides. Incompatible with highly alkaline substances. Unstable in alkali; poor stability at 122F.
[Health Hazard]

Aldicarb is the most potent of the commercially available carbamate pesticides and is an unusual source of acute human poisoning. Aldicarb has severe systemic toxicity to animals and humans. Aldicarb is a cholinesterase inhibitor that prevents the breakdown of acetylcholine in the synapse. In the case of severe poisoning, the victim dies of respiratory failure. The primary route of human exposure to aldicarb is consumption of contaminated food and water from contaminated wells. Occupational exposure to high levels of aldicarb is due to product handling, and most cases of aldicarb poisoning occur from loading and application of the pesticide. Aldicarb is extremely toxic both through the oral and dermal route. Absorption from the gut is rapid and almost complete. When administered in oil or other organic solvents, aldicarb is absorbed rapidly through the skin. Its skin toxicity is roughly 1000 times that of other carbamates. In humans, the onset of symptoms is rapid (15 min to 3 h). Symptoms disappear in 4–12 h.The acute oral LD50 of aldicarb in rats, mice, guinea pigs, and rabbits ranges from 0.5 to 1.5 mg/kg when administered in a liquid or oil form. The toxicities of the dry granules are distinctly lower (LD50 7.0 mg/kg), though still highly toxic. Aldicarb is a cholinesterase inhibitor and therefore can result in a variety of symptoms including weakness, blurred vision, headache, nausea, tearing, sweating, and tremors. At very high concentrations, aldicarb causes paralysis, respiratory system damage, eventually leading to the death of the exposed worker. There is very little evidence of chronic effects from aldicarb exposure. Rats and dogs fed low doses of aldicarb for 2 years showed no signifi cant adverse effects. One epidemiological study suggested a possible link between low-level exposure and immunological abnormalities. The result of this study, however, has been widely disputed. Aldicarb administered to pregnant rats at very low levels (0.001–0.1 mg/kg/day) depressed AChE activity more in the fetuses than in the mother. The aldicarb was also retained in the mother’s body for longer periods than in non-pregnant rats. A three-generation study at doses of 0.05 and 0.10 mg/kg/day produced no signifi cant toxic effects, and in another study, a dose of 0.70 mg/kg/day produced no adverse effects. Thus, reproductive effects in humans are unlikely at expected exposure levels.
[Potential Exposure]

A systemic, restricted use (RUP), carbamate pesticide. It is available for purchase and use by certified pesticide applicators or by those under their direct supervision. Personnel involved in manufacture, formulation, or application of this insecticide to crops are at risk
[First aid]

Move victim to fresh air; call emergency medical care. Speed in removing material from eyes and skin is of extreme importance. If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attentionimmediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Keep victim quiet and maintain normal body temperature. Effects may be delayed; keep victim under observation
[Shipping]

UN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
[Incompatibilities]

Strong alkalis
[Description]

Aldicarb is a carbamate pesticide that reversibly inhibits acetylcholinesterase. It is the active ingredient in mixtures used to control insect, mite, and nematode pests in agriculture. Aldicarb has a high acute mammalian toxicity (LD50 = 0.3-0.5 mg/kg) following oral or parenteral administration. Aside from its use as a pesticide, aldicarb has applications as an acetylcholinesterase inhibitor for research purposes.
[Waste Disposal]

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Incineration with effluent gas scrubbing is recommended. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposedproperly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
[Preparation]

Aldicarb is prepared by treating isobutene with nitrosyl chloride, treating the resulting dimeric adduct with sodium methyl sulfide, and converting the resulting oxime to the carbamate with methyl isocyanate. Warning: the dimeric isobutene nitrosochloride is unstable and decomposes explosively at 94 °C. The oxime and end product also decompose vigorously above 140 and 160 °C, respectively.
[Agricultural Uses]

Insecticide, Nematicide, Acaricide: A U.S. EPA restricted Use Pesticide (RUP). Not approved for use in EU countries.
[Trade name]

TEMIC®; TEMIK®; OMS 771®; TERNIC®; TEMIK 10 G®
[Environmental Fate]

Aldicarb and its degradation products are generally very soluble in water and mobile in soil. Adsorption in soil is primarily to organic matter, so leaching is most exten- sive in sandy or sandy loam soils. Aldicarb is very persistent in groundwater, typi- cally degrading to nontoxic products with a half-life between a few weeks to as long as several years. The primary mode of degradation is chemical hydrolysis, with some microbial decay in shallow groundwater. In soils, the primary mode of degradation is oxidation by soil microorganisms and hydrolysis, depending on soil conditions.
[Metabolic pathway]

In an aqueous buffer solution in the pH range 2.91 ? 5.51, the Cu(II) ion promotes the decomposition of aldicarb, forming the degradation products 2-methyl- 2-(methylthio)propionitrile and 2-methyl-2- (methylthio)propanal.
[Degradation]

Aldicarb (1) is susceptible to alkaline hydrolysis. Under basic conditions (pH 9), aldicarb hydrolysed slowly with a DT50 of approximately 75 days. Cleavage of the oxime carbamate linkage to yield aldicarb oxime (2) and the aldicarb nitrile (3) was the primary degradation pathway. Aldicarb was stable to hydrolysis under acidic (pH 5) and neutral (pH 7) conditions (Andrawes, 1976a). Aldicarb also degraded in water under photolytic conditions (xenon lamp) with a DT50 of approximately 4 days (Das, 1990a). The major photolytic degradation products were aldicarb oxime (2) and aldicarb nitrile (3) (Andrawes, 1976b).
Safety DataBack Directory
[Hazard Codes ]

T+,N,Xn,F
[Risk Statements ]

24-26/28-50/53-36-20/21/22-11
[Safety Statements ]

22-36/37-45-60-61-26-16
[RIDADR ]

2757
[WGK Germany ]

3
[RTECS ]

UE2275000
[HazardClass ]

6.1(a)
[PackingGroup ]

I
[HS Code ]

29309090
[storage]

Aldicarb should be kept stored in a dry, cool area, out of reach of children and animals, and away from food, feedstuffs, fertilizers, and seed.
[Safety Profile]

Deadly poison by ingestion, skin contact, subcutaneous, and possibly other routes. Human mutation data reported. Questionable carcinogen. A powerful systemic poison. In 1985 over 150 people in California exhibited toxic effects from eating watermelons contaminated with aldicarb. When heated to decomposition it emits very toxic fumes of NOx and SOx
[Hazardous Substances Data]

116-06-3(Hazardous Substances Data)
[Toxicity]

LD50 in male and female rats (mg/kg): 0.81-0.93, 0.67-1.20 orally; LC50 (96 hr) in rainbow trout, bluegill sunfish (ppb): 560-580, 50-100 (Baron, 1988)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium thiomethoxide-->METHYLISOCYANATE 1 X 500MG NEAT-->ALDICARB-OXIME-->BANOL
Spectrum DetailBack Directory
[Spectrum Detail]

ALDICARB(116-06-3)MS
ALDICARB(116-06-3)1HNMR
ALDICARB(116-06-3)13CNMR
ALDICARB(116-06-3)IR1
ALDICARB(116-06-3)IR2
Tags:116-06-3 Related Product Information
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