Aldicarb

Title: Aldicarb
CAS Registry Number: 116-06-3
CAS Name: 2-Methyl-2-(methylthio)propanal O-[(methylamino)carbonyl]oxime
Additional Names: 2-methyl-2-(methylthio)propionaldehyde O-(methylcarbamoyl)oxime
Manufacturers' Codes: UC-21149
Trademarks: Temik (Bayer CropSci.)
Molecular Formula: C7H14N2O2S
Molecular Weight: 190.26
Percent Composition: C 44.19%, H 7.42%, N 14.72%, O 16.82%, S 16.85%
Literature References: Acetylcholinesterase inhibitor. Prepn: L. K. Payne, Jr., M. H. J. Weiden, FR 1377474; eidem, US 3217037 (1963, 1965 both to Union Carbide); L. K. Payne, Jr. et al., J. Agric. Food Chem. 14, 356 (1966). Metabolism: W. J. Bartley et al., ibid. 18, 446 (1970). Crystal and molecular structure: F. Takusagawa, R. A. Jacobson, ibid. 25, 333 (1977). HPLC-APCI-MS determn in fruits and vegetables: G. S. Nunes et al., J. Chromatogr. A 888, 113 (2000). Efficacy for control of nematodes on potato: S. L. Hafez et al., Nematol. Mediterranea 30, 227 (2002); of thrips on cotton: K. H. Lohmeyer et al., J. Econ. Entomol. 96, 748 (2003). Efficacy on citrus and economic analysis: L. Blakeley et al., HortTechnology 13, 694 (2003). Review: R. R. Romine, Anal. Methods Pestic. Plant Growth Regul. 7, 147-162 (1973). Review of persistence in soil and root crops: A. C. Maheshwari, V. S. Kavadia, Pesticides 19, 30-31 (1985); of groundwater contamination: H. A. Moye, C. J. Miles, Rev. Environ. Contam. Toxicol. 105, 99-146 (1988). Review of toxicology: R. L. Baron, T. L. Merriam, ibid. 105, 1-70 (1988); idem, Environ. Health Perspect. 102, Suppl. 11, 23-27 (1994).
Properties: Crystals from isopropyl ether, mp 99-100° with dec >100°. d425 1.195. Vapor pressure (25°): 1´10-4 mmHg. Sparingly sol in water and certain organic solvents, most sol in chloroform and acetone. Percent soly: acetone 28 (10°), 43 (30°), 50 (50°); benzene 9 (10°), 24 (30°), 49 (50°); carbon tetrachloride 2 (10°), 5 (30°), 25 (50°); chloroform 38 (10°), 44 (30°), 50 (50°); methyl isobutyl ketone 13 (10°), 24 (30°), 42 (50°); toluene 10 (10°), 12 (30°), 33 (50°); water 0.4 (10°), 0.9 (30°), 1.4 (50°). 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).
Melting point: mp 99-100° with dec >100°
Density: d425 1.195
Toxicity data: 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)
Use: Insecticide, acaricide, nematocide.
Aldioxa Aldol Aldosterone Aldrin Alefacept

Aldicarb
Skeletal formula of aldicarb
Ball-and-stick model of aldicarb
Identifiers
CAS number 116-06-3 YesY
PubChem 9570071
ChemSpider 7844539 YesY
UNII 8V071SH05P YesY
KEGG C11015 YesY
ChEMBL CHEMBL91732 YesY
Jmol-3D images Image 1
Properties
Molecular formula C7H14N2O2S
Molar mass 190.26 g mol−1
Density 1.195 g/cm³
Melting point 100 °C; 212 °F; 373 K
Boiling point Decomposes before boiling point
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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.[1] 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.

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 weakness is its high level of solubility, which restricts its use in certain areas where the water table is close to the surface.