[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/wiki40\/aminocarb-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/wiki40\/aminocarb-wikipedia\/","headline":"Aminocarb – Wikipedia","name":"Aminocarb – Wikipedia","description":"From Wikipedia, the free encyclopedia Aminocarb Names Preferred IUPAC name 4-(Dimethylamino)-3-methylphenyl methylcarbamate Other names 4-Dimethylamino-3-methylphenyl, N-Methylcarbamate Identifiers 2808681 ChEBI ChemSpider","datePublished":"2019-08-27","dateModified":"2019-08-27","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/wiki40\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/wiki40\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/3\/35\/Aminocarb.svg\/220px-Aminocarb.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/3\/35\/Aminocarb.svg\/220px-Aminocarb.svg.png","height":"119","width":"220"},"url":"https:\/\/wiki.edu.vn\/en\/wiki40\/aminocarb-wikipedia\/","wordCount":4348,"articleBody":"From Wikipedia, the free encyclopediaAminocarbNamesPreferred IUPAC name4-(Dimethylamino)-3-methylphenyl methylcarbamateOther names4-Dimethylamino-3-methylphenyl, N-MethylcarbamateIdentifiers2808681ChEBIChemSpiderECHA InfoCard100.016.356 EC NumberRTECS numberUNIIUN number2811InChI=1S\/C11H16N2O2\/c1-8-7-9(15-11(14)12-2)5-6-10(8)13(3)4\/h5-7H,1-4H3,(H,12,14)Cc1cc(ccc1N(C)C)N(C)C([O-])=OPropertiesC11H16N2O2Molar mass208.261\u00a0g\u00b7mol\u22121AppearanceWhite crystalline solid or tan crystalsMelting point95.0\u00a0\u00b0C (203.0\u00a0\u00b0F; 368.1\u00a0K)Boiling point298\u00a0\u00b0C (568\u00a0\u00b0F; 571\u00a0K)SolubleSolubility in other solventsSoluble in polar org solvents; moderately soluble in aromatic solventsVapor pressure1.88 X 10-6 mm Hg5.64 X 10-10 atm cu m\/moleHazardsOccupational safety and health (OHS\/OSH):Main hazardsMaybe highly toxic by ingestion, toxic by skin absorptionGHS labelling: DangerH301, H311, H400, H411[1]P264, P273, P280, P301+P310, P312NFPA 704 (fire\u00a0diamond)Flash point181\u00a0\u00b0C (358\u00a0\u00b0F; 454\u00a0K)Lethal dose or concentration (LD, LC):Oral-rat-30 mg\/kg and Dermal-rat-275 mg\/kgSafety data sheet (SDS)[1]Related compoundsExcept where otherwise noted, data are given for materials in their standard state (at 25\u00a0\u00b0C [77\u00a0\u00b0F], 100\u00a0kPa).Chemical compoundAnimocarb (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.[2]Table of ContentsHistory[edit]Production and uses[edit]Reactions[edit]Irradiation[edit]Hydrolysis[edit]Biomedical effects[edit]References[edit]History[edit]Aminocarb has been extensively used in eastern Canada since 1976 in order to control the spruce budworm. The fate of this chemical in the ecosystem and detection of aminocarb was studied by the use of two-dimensional thin-layer chromatography. The use of thin-layer chromatography helped isolate and identify the methyl amino, amino and hydroxymethyl analogues from the in vitro metabolism of aminocarb by liver homogenates from humans and rats.[3]Production and uses[edit]Aminocarb is a carbamate insecticide widely used to protect cotton fields, crop fields, and forests from insect infestation. It helps in the control of aphids, soil mollusks, lepidopterous larvae, and other types of chewing insects. It is most commonly administered as an aerosol spray.[4][5]Reactions[edit]Aminocarb can be degraded through irradiation and hydrolysis. Hydrolysis of aminocarb[6]Irradiation[edit]Aminocarb can be broken down by short-wave ultraviolet radiation.[7]Irradiation is often carried out by a high pressure xenon-mercury lamp.[8]Irradiating aminocarb in ethyl alcohol and cyclohexene solutions initially causes the oxidation of the dimethylamine moiety.[7][9] The process eventually leads to the formation of a 4-dimethylamino-3-methyl phenol product.[9]Hydrolysis[edit]Aminocarb undergoes hydrolysis to 4-dimethylamino-3-methylphenol in 25\u00a0\u00b0C purified water when pH of the water is 6.4. 4-dimethylamino-3-methylphenol is then either directly or via 2-methyl-1,4-dihydorquinone converted to 2-methyl-1,4-benzoquinone. If methylamine or diethylamine are present in the solution 2-methyl-1,4-benzoquinone will readily react. Monoepoxides and diepoxides of 2-methyl-1,4-benzoquinone are formed.[6]Biomedical effects[edit]In an experiment where young brown bullhead were exposed to aminocarb at lethal and sublethal concentrations, their tissue distribution was examined and showed that the concentration of residues in each tissue increased with the concentration of exposure of aminocarb. The liver and stomach\/intestine had the highest amount of accumulation of residues.[10]Aminocarb is also known as a cholinesterase inhibitor that has nervous system effects causing convulsions and respiratory failure. It can also be absorbed through the skin, causing long-term effects to the nervous system and liver.[11]References[edit]^ “Aminocarb safety and hazards”. pubchem.ncbi.nlm.nih.gov. Retrieved 2022-12-02.^ Montgomery, John Harold (1993). “Aminocarb”. Agrochemicals Desk Reference: Environmental Data. pp.\u00a021\u20132. ISBN\u00a0978-0-87371-738-0.^ Sundaram, K.M.S.; Szeto, S.Y.; Hindle, R. (1980). “Detection of aminocarb and its major metabolites by thin-layer chromatography”. Journal of Chromatography A. 194 (1): 100\u20133. doi:10.1016\/S0021-9673(00)81057-2. PMID\u00a07391210.^ Sundaram, Kanth M. S.; Sundaram, Alam (1987). “Role of Formulation Ingredients and Physical Properties on Droplet Size Spectra, Deposition, and Persistence of Aerially Sprayed Aminocrab and Mexacarbate in Forest Litter and Soil Samples”. Pesticide Formulations and Application Systems. 7 (986): 139\u201351. ISBN\u00a0978-0-8031-0970-4.^ Dikshith, T. S. S (2010). “Aminocarb (CAS No. 2032-59-9)”. Handbook of Chemicals and Safety. p.\u00a076. ISBN\u00a0978-1-4398-2060-5.^ a b Aizawa, Hiroyasu (2001). “Carbamates”. Metabolic Maps. pp.\u00a074\u201381. doi:10.1016\/B978-012045605-5\/50007-6. ISBN\u00a0978-0-12-045605-5.^ a b FAO plant production and protection papers. 1976. ISBN\u00a09789251009222.[page\u00a0needed]^ Kamrin, Michael A.; Montgomery, John H. (1999-10-28). Agrochemical and Pesticide Desk Reference on CD-ROM. ISBN\u00a09780849321795.^ a b Kamin, Michael A.; Montgomery, John H (1999-09-01). Agrochemical and Pesticide Desk Reference on CD-ROM: Crcnetbase. ISBN\u00a09780849321795.[page\u00a0needed]^ Richardson, GM; Qadri, SU (1986). “Tissue distribution of 14C-labeled residues of aminocarb in brown bullhead (Ictalurus nebulosus Le Sueur) following acute exposure”. Ecotoxicology and Environmental Safety. 12 (2): 180\u20136. doi:10.1016\/0147-6513(86)90055-2. PMID\u00a03792270.^ “Aminocarb”. U.S. National Library of Medicine."},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki40\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki40\/aminocarb-wikipedia\/#breadcrumbitem","name":"Aminocarb – Wikipedia"}}]}]