Identification | Back Directory | [Name]
AMINOCARB | [CAS]
2032-59-9 | [Synonyms]
a363 A 363 Matacil Mitacil ent25784 bay44646 BAY 44646 bayer5080 ent25,784 AMINOCARB MATACIL(R) ENT 25,784 Bayer 5080 Aminocarbe MATACIL1.8D matacil180d BAYER 44646 Matacil 180F aminocarbe(french) Aminocarb Standard C10190000 Aminocarb AMINOCARB, 250MG, NEAT aminocarb (bsi,iso,esa) Aurofusarin Impurity 12 Aminocarb in Acetonitrile Aminocarb Solution, 100ppm Aminocarb powder(content6%-60%) Aminocarb emulsion(content1%-60%) Aminocarb 10.0 μg/ml Acetonitrile Aminocarb 10.0 μg/ml Ethyl acetate 4-dimethylaminem-cresylmethylcarbamate 4-dimethylamino-3-cresylmethylcarbamate 4-DIMETHYLAMINO-M-TOLYL-METHYLCARBAMATE AMINOCARB PESTANAL (4-DIMETHYLAMINO-3-ME 4-Dimethylamino- m-cresyl methylcarbamate 4-(Dimethylamino)-3-tolyl methylcarbamate 4-(Dimethylamino)-3-cresyl methylcarbamate 4-dimethylamino-m-tolylmethylmethylcarbamate 3-methyl-4-dimethylaminophenylmethylcarbamate Aminocarb Solution in Acetonitrile, 1000μg/mL XA10190000ALAminocarb 100μg/mLin Acetonitrile m-Cresol, 4-(dimethylamino)-, methylcarbamate methyl-carbamicaci4-dimethylamino-m-tolylester 4-Dimethylamino-3-methylphenyl methylcarbamate 4-(dimethylamino)-m-cresomethylcarbamate(ester) 3-Methyl-4-(Dimethylamino)phenyl methylcarbamate methylcarbamicacid4-(dimethylamino)-m-tolylester methyl-carbamicaci4-(dimethylamino)-m-tolylester n-methylcarbamatede4-dimethylamino3-methylphenyle 4-DIMETHYLAMINO-3-METHYL-PHENYL-N-METHYLCARBAMATE (4-Dimetilamino-3-metil-fenil)-N-metil-carbammato 4-(Dimethylamino)-3-methylphenol methyl carbamate carbamicacid,methyl-,4-dimethylamino-m-tolylester (4-Dimethylamino-3-methyl-phenyl)N-methyl-carbamat (4-Dimethylamino-3-methyl-phenyl)N-methyl-carbamaat Phenol, 4-(dimethylamino)-3-methyl-, methylcarbamate N-Methylcarbamate de 4-dimethylamino 3-methyl phenyle 4-(dimethylamino)-3-methylphenolmethylcarbamate(ester) 4-(dimethylamino)-3-methyl-phenomethylcarbamate(ester) 4-(Dimethylamino)-3-methylphenol 1-(N-methylcarbamate) Carbamic acid, methyl-, 4-(dimethylamino)-m-tolyl ester aminocarb (ISO) 4-dimethylamino-3-tolyl methylcarbamate methyl-carbamicaci4-(dimethylamino)-3-methylphenylester n-methylcarbamatede4-dimethylamino3-methylphenyle(french) Phenol, 4-(dimethylamino)-3-methyl-, 1-(N-methylcarbamate) Phenol, 4-(dimethylamino)-3-methyl-, methylcarbamate (ester) Carbamic acid, methyl-, 4-(dimethylamino)-3-methylphenyl ester N-methylcarbamic acid [4-(dimethylamino)-3-methyl-phenyl] ester | [EINECS(EC#)]
217-990-7 | [Molecular Formula]
C11H16N2O2 | [MDL Number]
MFCD00055440 | [MOL File]
2032-59-9.mol | [Molecular Weight]
208.26 |
Chemical Properties | Back Directory | [Melting point ]
93-94℃ | [Boiling point ]
347.46°C (rough estimate) | [density ]
1.095 | [refractive index ]
1.5000 (estimate) | [Fp ]
100 °C | [storage temp. ]
0-6°C | [pka]
12.25±0.46(Predicted) | [Water Solubility ]
915mg/L(20 ºC) | [Merck ]
13,432 | [EPA Substance Registry System]
Aminocarb (2032-59-9) |
Hazard Information | Back Directory | [Chemical Properties]
Tan; crystalline; slightly water-soluble; melting point 93–94C. | [Uses]
Aminocarb is a carbamate insecticide. | [Uses]
Insecticide. | [Uses]
Nonsystemic, broad-spectrum insecticide used to control the spruce budworm in
forests; molluscicide | [Definition]
ChEBI: A carbamate ester that is phenyl methylcarbamate substituted by a dimethylamino group at position 4 and a methyl group at position 3. | [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. |
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