1646-88-4 Usage
Description
Aldoxycarb, is also called 2-mesyl-2-methylpropionaldehyde
O-methylcarbamoyloxime (IUPAC), the sulfone analog of aldicarb, is also a systemic
insecticide effective for control of insects (mainly sucking
insect pests such as aphids, leafhoppers, etc.).
Chemical Properties
Aldoxycarb is a carbamate pesticide used mainly as an insecticide and acaricide. It
is a white crystalline powder with a slightly sulfurous odor. Aldoxycarb is extremely
toxic to wildlife. Aldoxycarb (Aldicarb sulfone) is a breakdown product of aldicarb.
Aldoxycarb is a degradate/metabolite of aldicarb produced by the oxidation of the
thio-moiety.
Uses
Different sources of media describe the Uses of 1646-88-4 differently. You can refer to the following data:
1. Aldoxycarb is a soil applied systemic oxime carbamate insecticide
effective for the control of insects (mainly sucking pests such as aphids,
leafhoppers, etc.), mites and nematodes on many field (cotton, maize, etc.)
and vegetable crops.
2. Aldicarb Sulfone is an analog of Aldicarb (A514650) detected in agricultural products as pesticide residue.
General Description
White crystalline solid. Insecticide.
Reactivity Profile
ALDICARB-SULFONE is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Health Hazard
Different sources of media describe the Health Hazard of 1646-88-4 differently. You can refer to the following data:
1. Exposures to high levels of aldoxycarb cause adverse health effects and damages the
nervous system of humans and laboratory animals. Chemicals that cause adverse health
effects in humans and laboratory animals after high levels of exposure may pose a risk
of adverse health effects in humans exposed to lower levels over long periods of time.
Ingestion and other exposures to the chemical cause various health disorders. The type
and severity of symptoms varies depending on the amount of chemical involved and
the nature of the exposure. The symptoms include, but are not limited to, eye irritation,
skin irritation, dizziness, sweating, malaise, CNS depression, abdominal pain, diarrhea,
nausea, vomiting, salivation, headache, ataxia, muscle twitching, muscle weakness,
runny nose, tearing eyes, pinpoint pupils or dark vision, wheezing, increased or
decreased heart rate, seizures, convulsions, and death. It has not caused any delayed
neurotoxicity in animals. The onset of these symptoms is rapid and the severity of
symptoms depends on the dose. The immediate cause of death is usually respiratory
failure.
2. Highly toxic by all routes of exposure;cholinesterase inhibitor; ingestion of 1–3 gmay cause death to adult humans.LD50 oral (mouse): 20 mg/kgLD50 inhalation (rat): 140 mg/m3/4 hrLD50 skin (rabbit): 200 mg/kg.
Agricultural Uses
Insecticide, Acaricide, Nematicide: Used to control honey locust, gall midge and other
insects and mites on cotton, potatoes, sugar beets and
ornamentals. Applied to the soil by soluble mixture or
spikes. Not listed for use in EU countries.
Trade name
ALDICARB SULFONE?; TEMIK
SULFONE?; SULFOCARB?; STANDAK?;
UC-21865?
Metabolic pathway
Aldoxycarb is the sulfone analogue of aldicarb. It has now been superseded
but, because of its close relationship with aldicarb, it is included
here. The degradation and metabolic pathway of these two structurally
related compounds are consistent with each other. Information on the
metabolism of aldoxycarb discussed in this summary is based on results
obtained from studies where aldoxycarb was the test substance. Additional
information can be obtained from the aldicarb summary. The
metabolism of aldoxycarb in soils, plants and animals follow common
metabolic pathways which include the hydrolysis and elimination of the
oxime carbamate to yield the corresponding oximes and nitriles. These
primary metabolites are further degraded via hydrolysis to the corresponding
amides and acids. Other reactions also include the hydrolysis/
oxidation of the oxime to the corresponding alcohol, aldehyde and acid.
Further degradation to methane sulfonic acid was observed in plants and
animals. The metabolic pathways of aldoxycarb are presented in Scheme 1.
Degradation
Aldoxycarb (1) is susceptible to alkaline hydrolysis. It was stable under
acidic (pH 5) conditions, slowly degraded (DT50 82 days) in neutral conditions
(pH 7) and rapidly degraded (DT50 0.8 days) under basic (pH 9)
conditions (Andrawes, 1976a). Aldoxycarb oxime (2), aldoxycarb nitrile
(3) and methanesulfonic acid (4) were the major hydrolysis products.
Aldoxycarb degraded slowly in water under photolytic conditions (xenon
lamp) with a half-life of approximately 38 days (Andrawes, 1976b) to
yield aldoxycarb nitrile (3) as the major degradation product.
Check Digit Verification of cas no
The CAS Registry Mumber 1646-88-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,4 and 6 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1646-88:
(6*1)+(5*6)+(4*4)+(3*6)+(2*8)+(1*8)=94
94 % 10 = 4
So 1646-88-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H14N2O4S/c1-7(2,14(4,11)12)5-9-13-6(10)8-3/h5H,1-4H3,(H,8,10)/b9-5+
1646-88-4Relevant articles and documents
Catalyse de l'oxydation par l'acid peracetique de sulfures organiques, contenant des fonctions fragiles, en sulfoxydes et sulfones correspondants
Rouchard, Jean,Moons, Chantal,Meyer, Joseph
, p. 441 - 443 (2007/10/02)
Organic sulfur compounds which contained supplementary susceptible functions (oxime, nitrile, acid, alcohol, oximecarbamate) were separately oxidised into the corresponding sulfoxides and sulfones with an anhydrous peracetic acid solution.Molybdenyl acetonylacetonate catalysed the oxidation toward the best conversions of the peracid, and the best selectivities for the sulfoxides and sulfones.
