2032-59-9

Basic information

• Product Name: AMINOCARB
• Synonyms: (4-Dimethylamino-3-methyl-phenyl)N-methyl-carbamaat;(4-Dimethylamino-3-methyl-phenyl)N-methyl-carbamat;(4-Dimetilamino-3-metil-fenil)-N-metil-carbammato;3-Methyl-4-(Dimethylamino)phenyl methylcarbamate;3-methyl-4-dimethylaminophenylmethylcarbamate;4-(Dimethylamino)-3-cresyl methylcarbamate;4-(Dimethylamino)-3-methylphenol methyl carbamate;4-(dimethylamino)-3-methylphenolmethylcarbamate(ester)
• CAS NO: 2032-59-9
• Molecular Formula: C₁₁H₁₆N₂O₂
• Molecular Weight: 208.26
• EINECS: 217-990-7
• Mol File: 2032-59-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 93-94℃
• Boiling Point: 347.46°C (rough estimate)
• Flash Point: 100 °C
• Appearance: /
• Density: 1.095
• Vapor Pressure: 0.00073mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: 0-6°C
• PKA: 12.25±0.46(Predicted)
• Water Solubility: 915mg/L(20 oC)
• Merck: 13,432
• CAS DataBase Reference: AMINOCARB(CAS DataBase Reference)
• NIST Chemistry Reference: AMINOCARB(2032-59-9)
• EPA Substance Registry System: AMINOCARB(2032-59-9)

Safety Data

• Hazard Codes: T,N
• Statements: 24/25-50/53
• Safety Statements: 28-36/37-45-60-61
• RIDADR: 2757
• RTECS: FC0175000
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 2032-59-9(Hazardous Substances Data)

Usage

Description

AMINOCARB, also known as a carbamate insecticide, is a carbamate ester that is phenyl methylcarbamate substituted by a dimethylamino group at position 4 and a methyl group at position 3. It is characterized by its tan, crystalline appearance and slightly water-soluble properties with a melting point of 93-94°C.

Uses

Used in Forestry:
AMINOCARB is used as a nonsystemic, broad-spectrum insecticide for controlling the spruce budworm in forests. It helps protect trees from these pests, ensuring the health and growth of the forest ecosystem.
Used in Agriculture:
AMINOCARB is used as an insecticide in agriculture to protect crops from various pests. Its broad-spectrum action makes it effective against a wide range of insects, reducing crop damage and increasing yield.
Used in Molluscicide Applications:
AMINOCARB is also used as a molluscicide, targeting and controlling mollusk populations that can be harmful to both agricultural and natural ecosystems.

Hazard

Highly poisonous.

Environmental Fate

Plant/Surface Water. Several transformation products reported by Day (1991) include 4-amino-m-tolyl-N-methylcarbamate (AA), 4-amino-3-methylphenol (AC), 4-formamidom-tolyl-N-methylcarbamate (FA), N-(4-hydroxy-2-methylphenyl)-N-methylformamide (FC), 4-methylformamido-m-tolyl-N-methylcarbamate (MFA), 4-methylamino-m-tolyl-Nmethylcarbamate (MAA), 3-methyl-4-(methylamino)phenyl-N-methylcarbamate (MAC), phenol, methylamine and carbon dioxide. MAA was not detected in natural water but was detected in fish tissues following exposure to aminocarb-treated water in the laboratory. The metabolites FA, AC and MAC were detected in Canadian forests treated with aminocarb but the metabolites AA, MAA and FC were not detected (Day, 1991)On and/or in bean plants, aminocarb degrades with the carbamate moiety remaining intact. Methylcarbamate derivatives identified include the 4-methylamino, 4-amino, 4- methylformamido and 4-formamido analogs (Abdel-Wahab et al., 1966)Photolytic. When aminocarb in ethanol was irradiated by UV light, extensive degradation was observed. No degradation products were identified; however, two unidentified cholinesterase inhibitors were reported (Crosby et al., 1965).Chemical/Physical. Aminocarb is hydrolyzed in purified water to 4-(dimethylamino)- 3-methylphenol which is then converted to 2-methyl-1,4-benzoquinone. This compound was then oxidized to form the following compounds: 6-(dimethylamino)-2-methyl-1,4- benzoquinone, 6-(methylamino)-2-methyl-1,4-benzoquinone, 5-(dimethylamino)-2- methyl-1,4-benzoquinone and 5-(methylamino)-2-methyl-1,4-benzoquinone (Leger and Mallet, 1988). When aminocarb was irradiated by a high pressure xenon-mercury lamp (λ = 253.7 nm) in aerated and degassed ethyl alcohol and cyclohexene solutions, 4- dimethylamino-3-methyl phenol formed as the major product. A duplicate run using an excitation wavelength of >300 nm yielded that same phenol as the major product. Sinceaminocarb absorbs radiation in the solar region (at λ >300 nm), this compound would be expected to undergo photochemical degradation in the environment (Addison et al., 1974)Emits toxic fumes of nitrogen oxides when heated to decomposition (Sax and Lewis, 1987)

Metabolic pathway

Aminocarb in purified water is hydrolyzed to 4- (dimethylamino)-3-methylphenol which is in turn converted to 2-methyl-1,4-benzoquinone either by direct means or via 2-methyl-1,4-dihydroquinone. The benzoquinone reacts readily with methylamine and diethylamine present in solution to give four red chemicals. In addition, mono- and diepoxides of 2-methyl-1,4-benzoquinone are formed.

InChI:InChI=1/C11H16N2O2/c1-8-7-9(15-11(14)12-2)5-6-10(8)13(3)4/h5-7H,1-4H3,(H,12,14)

Downstream Products

• 124-38-9 carbon dioxide 
• 14143-25-0 6-dimethylamino-3-hydroxytoluene 
• 74-89-5 methylamine 

Relevant articles and documents

Fluid insecticidal formulations for treatment of parasitic insect larvae by dermal application

The present invention relates to the use of polysiloxanes containing at least one quaternary ammonium group as formulation auxiliary in formulations of larvicidal and/or ovicidal active compounds and to compositions containing a) a larvicidal and/or ovicidal active compound and b) a polysiloxane derivative with at least one quaternary ammonium group per molecule, and, if appropriate, further auxiliaries and carriers.