Aldicarb

Aldicarb

Names
IUPAC name 2-Methyl-2-(methylthio)propanal O-(N-methylcarbamoyl)oxime
Other names Temik
Identifiers
CAS Number	116-06-3 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL91732 Y
ChemSpider	7844539 Y
ECHA InfoCard	100.003.749
EC Number	204-123-2
KEGG	C11015 Y
PubChem CID	9570071
RTECS number	UE2275000
UNII	8V071SH05P Y
CompTox Dashboard (EPA)	DTXSID0039223
InChI InChI=1S/C7H14N2O2S/c1-7(2,12-4)5-9-11-6(10)8-3/h5H,1-4H3,(H,8,10)/b9-5+ Y Key: QGLZXHRNAYXIBU-WEVVVXLNSA-N Y InChI=1/C7H14N2O2S/c1-7(2,12-4)5-9-11-6(10)8-3/h5H,1-4H3,(H,8,10)/b9-5+ Key: QGLZXHRNAYXIBU-WEVVVXLNBS
SMILES CNC(=O)O/N=C/C(C)(C)SC
Properties
Chemical formula	C7H14N2O2S
Molar mass	190.26 g·mol−1
Appearance	colorless crystals
Odor	faint sulfur odor
Density	1.195 g/cm2
Melting point	99.5 °C (211.1 °F; 372.6 K)
Boiling point	251 °C (484 °F; 524 K)
Solubility in water	0.573 g/100 mL
Solubility	soluble in acetone, benzene, chlorobenzene, diethyl ether, isopropyl alcohol, methylene chloride, toluene slightly soluble in xylene
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)	0.84 mg/kg (oral, rats)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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.^[2] Aldicarb is a cholinesterase inhibitor which prevents the breakdown of acetylcholine in the synapse. Aldicarb is considered "extremely hazardous" by the EPA and World Health Organization and has been banned in more than 100 countries.^[3] In case of severe poisoning, the victim dies of respiratory failure.

Aldicarb was first synthesized in 1965 by Payne and Weiden, and was sold on the market for the first time in 1970.^[4] The synthesis of aldicarb results in both the E and Z isomers.^[5]

Aldicarb is effective where resistance to organophosphate insecticides has developed, and is extremely important in potato production, where it is used for the control of soil-borne nematodes and some foliar pests. Its high level of solubility restricts its use in certain areas where the water table is close to the surface.