Butocarboxim

Last updated
Butocarboxim
Butocarboxim.svg
Names
IUPAC name
6,7-Dimethyl-4-oxa-8-thia-2,5-diazanon-5-en-3-one
Identifiers
3D model (JSmol)
2087348
ChEBI
ChemSpider
ECHA InfoCard 100.047.385 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 252-139-3
KEGG
PubChem CID
UNII
  • InChI=1S/C7H14N2O2S/c1-5(6(2)12-4)9-11-7(10)8-3/h6H,1-4H3,(H,8,10)/b9-5+
    Key: SFNPDDSJBGRXLW-WEVVVXLNSA-N
  • CC(C(=NOC(=O)NC)C)SC
Properties
C7H14N2O2S
Molar mass 190.26 g·mol−1
Related compounds
Related compounds
Aldicarb
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Butocarboxim is a carbamate insecticide. It is a structural isomer of aldicarb. [1]

See also

Related Research Articles

Under United States law, pesticide misuse is considered to be the use of a pesticide in a way that violates laws regulating their use or endangers humans or the environment; many of these regulations are laid out in the Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA). The most common instances of pesticide misuse are applications inconsistent with the labeling, which can include the use of a material in any way not described on the label, changing dosage rates, or violating specific safety instructions. Pesticide labels have been criticized as a poor risk communication vehicle, leading some officials and researchers to question whether "misuse" is an appropriate term for what are often "unintended uses" resulting from a poor understanding of safety and application instructions. Other kinds of pesticide misuse include the sale or use of an unregistered pesticide or one whose registration has been revoked and the sale or use of an adulterated or misbranded pesticide. Under most jurisdictions, it is illegal to alter or remove pesticide labels, to sell restricted pesticides to an uncertified applicator, or to fail to maintain sales and use records of restricted pesticides.

Carbofuran Toxic carbamate pesticide

Carbofuran is one of the most toxic carbamate pesticides. It is marketed under the trade names Furadan, by FMC Corporation and Curaterr 10 GR, by Bayer, among several others. It is used to control insects in a wide variety of field crops, including potatoes, corn and soybeans. It is a systemic insecticide, which means that the plant absorbs it through the roots, and from there the plant distributes it throughout its organs where insecticidal concentrations are attained. Carbofuran also has contact activity against pests.

Fenobucarb

Fenobucarb is a carbamate insecticide. A pale yellow or pale red liquid, insoluble in water; used as an agricultural insecticide on rice and cotton and moderately toxic for humans.

Carbaryl

Carbaryl is a chemical in the carbamate family used chiefly as an insecticide. It is a white crystalline solid commonly sold under the brand name Sevin, a trademark of the Bayer Company. Union Carbide discovered carbaryl and introduced it commercially in 1958. Bayer purchased Aventis CropScience in 2002, a company that included Union Carbide pesticide operations. It remains the third-most-used insecticide in the United States for home gardens, commercial agriculture, and forestry and rangeland protection. About 11 million kilograms were applied to U.S. farm crops in 1976. As a veterinary drug, it is known as carbaril (INN).

Carbamate

A carbamate is a category of organic compounds that is formally derived from carbamic acid (NH2COOH). The term includes organic compounds (e.g., the ester ethyl carbamate), formally obtained by replacing one or more of the hydrogen atoms by other organic functional groups; as well as salts with the carbamate anion H
2
NCOO
(e.g. ammonium carbamate).

A nematicide is a type of chemical pesticide used to kill plant-parasitic nematodes. Nematicides have tended to be broad-spectrum toxicants possessing high volatility or other properties promoting migration through the soil. Aldicarb (Temik), a carbamate insecticide marketed by Bayer CropScience, is an example of a commonly used commercial nematicide. It is important in potato production, where it has been used for control of soil-borne nematodes. Aldicarb is a cholinesterase inhibitor, which prevents the breakdown of acetylcholine in the synapse. In case of severe poisoning, the victim dies of respiratory failure. It is no longer authorised for use in the EU and, in August 2010, Bayer CropScience announced that it planned to discontinue aldicarb by 2014. Human health safety and environmental concerns have resulted in the widespread deregistration of several other agronomically important nematicides. Prior to 1985, the persistent halocarbon DBCP was a widely used nematicide and soil fumigant. However, it was banned from use after being linked to sterility among male workers; the Dow Chemical company was subsequently found liable for more than $600 million in damages.

Aldicarb Chemical compound (insecticide)

Aldicarb is a carbamate insecticide which is the active substance in the pesticide Temik. It is effective against thrips, aphids, spider mites, lygus, fleahoppers, and leafminers, but is primarily used as a nematicide. Aldicarb is a cholinesterase inhibitor which prevents the breakdown of acetylcholine in the synapse. In case of severe poisoning, the victim dies of respiratory failure.

Methyl carbamate

Methyl carbamate (also called methylurethane, or urethylane) is an organic compound and the simplest ester of carbamic acid (H2NCO2H). It is a colourless solid.

Fenoxycarb

Fenoxycarb is a carbamate insect growth regulator. It has a low toxicity for bees, birds, and humans, but is toxic to fish. The oral LD50 for rats is greater than 16,800 mg/kg.

Carbamic acid, which might also be called aminoformic acid or aminocarboxylic acid, is the chemical compound with the formula H2NCOOH. It can be obtained by the reaction of ammonia NH3 and carbon dioxide CO2 at very low temperatures, which also yields an equal amount of ammonium carbamate. The compound is stable only up to about 250 K (−23 °C); at higher temperatures it decomposes into those two gases. The solid apparently consists of dimers, with the two molecules connected by hydrogen bonds between the two carboxyl groups –COOH.

Bendiocarb insecticide

Bendiocarb is an acutely toxic carbamate insecticide used in public health and agriculture and is effective against a wide range of nuisance and disease vector insects. Many bendiocarb products are or were sold under the tradenames "Ficam" and "Turcam."

Pirimicarb

Pirimicarb is a selective carbamate insecticide used to control aphids on vegetable, cereal and orchard crops by inhibiting acetylcholinesterase activity but does not affect useful predators such as ladybirds that eat them. It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1969, four years after its discovery.

Methiocarb

Methiocarb is a carbamate pesticide which is used as a bird repellent, insecticide, acaricide and molluscicide since the 1960s. Carbamates are widely used in agriculture as insecticides and herbicides. They are preferred instead of organochlorines because organochlorines are long lasting persistent in crops. Methiocarb has contact and stomach action on mites and neurotoxic effects on molluscs. Seeds treated with methiocarb also affects birds. Other names for methiocarb are mesurol and mercaptodimethur.

Propoxur

Propoxur (Baygon) is a carbamate non-systemic insecticide introduced in 1959 with a fast knockdown and long residual effect used against turf, forestry, and household pests and fleas. It is also used in pest control for other domestic animals, Anopheles mosquitoes, ants, gypsy moths, and other agricultural pests. It can also be used as a molluscicide.

The molecular formula C7H14N2O2S may refer to:

Carbosulfan

Carbosulfan is an organic compound adherent to the carbamate class. At normal conditions, it is brown viscous liquid. It is not very stable; it decomposes slowly at room temperature. Its solubility in water is low but it is miscible with xylene, hexane, chloroform, dichloromethane, methanol and acetone. Carbosulfan is used as an insecticide. The European Union banned use of carbosulfan in 2007.

Cyphenothrin

Cyphenothrin is a synthetic pyrethroid insecticide. It is effective against cockroaches that have developed resistance to organophosphorous and carbamate insecticides.

Carbamoyl chloride

A carbamoyl chloride is the functional group with the formula R2NC(O)Cl. The parent carbamoyl chloride, H2NCOCl is unstable, but many N-substituted analogues are known. Most examples are moisture sensitive, colourless, and soluble in nonpolar organic solvents. An example is dimethylcarbamoyl chloride (m.p. −90 °C and b.p. 93 °C). Carbamoyl chlorides are used to prepare a number of pesticides, e.g. carbofuran and aldicarb.

Aminocarb

Animocarb (Matacil) is an organic chemical compound with the molecular formula C11H16N2O2. It has a colorless or white crystal-like appearance and is most commonly used as an insecticide.

Ethiofencarb

Ethiofencarb is a carbamate insecticide which is useful in controlling aphids on hard and soft fruits and some vegetables. It is not as dangerous as organophosphorous pesticides, but is considered highly toxic to humans in the UK, moderately toxic under US EPA classification, and highly toxic to aquatic life.

References

  1. Aharonson, N; Muszkat, Lea; Klein, M (1985). "Residue analysis of butocarboxim and aldicarb applied in a drip-irrigated peach grove by the HPLC post-column fluorogenic labeling technique". Phytoparasitica. 13 (2): 129. doi:10.1007/bf02980890. S2CID   25171343.