METOLCARB

METOLCARB Basic information
Product Name:METOLCARB
Synonyms:MTMC;m-Tolyl-N-methylcarbamate;M-TOLYL METHYLCARBAMATE;OFUNACK M;TSUMACIDE;3-Methylphenyl Methylcarbamate;3-Methylphenyl N-methylcarbamate;3-methylphenylmethylcarbamate
CAS:1129-41-5
MF:C9H11NO2
MW:165.19
EINECS:214-446-0
Product Categories:INSECTICIDE
Mol File:1129-41-5.mol
METOLCARB Structure
METOLCARB Chemical Properties
Melting point 74-77 °C
Boiling point 293.03°C (rough estimate)
density 1.1603 (rough estimate)
vapor pressure 0.145 Pa (20 °C)
refractive index 1.5270 (estimate)
Fp >100 °C
storage temp. 0-6°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Water Solubility 2600 mg l-1 (30 °C)
pka12.38±0.46(Predicted)
form Solid
color White to Off-White
CAS DataBase Reference1129-41-5
EPA Substance Registry SystemMetolcarb (1129-41-5)
Safety Information
Hazard Codes Xn,N
Risk Statements 22-51/53
Safety Statements 61-60
RIDADR 2757
RTECS FC8050000
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data1129-41-5(Hazardous Substances Data)
MSDS Information
METOLCARB Usage And Synthesis
DescriptionMetolcarb (17), m-tolyl methylcarbamate (IUPAC), C9H11NO2, MW 165.2, mp 76–77 ?C, is a colorless solid that is moderately soluble in water and is readily soluble in polar organic solvents.
Chemical PropertiesMetolcarb is a colorless crystalline solid.
UsesMetolcarb is used to control planthoppers, leafhoppers and other sucking pests on rice. It is also used for control of citrus mealybugs, onion thrips, Mediterranean fruit flies, pink bollworms and cotton aphids.
PreparationMetolcarb is produced by the reaction between 3- methylphenol and Metolcarb.
DefinitionChEBI: Metolcarb is a carbamate ester. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a carbamate insecticide, an acaricide and an agrochemical. It is functionally related to a methylcarbamic acid and a m-cresol.
General DescriptionColorless crystalline solid. METOLCARB is an insecticide for the control of rice leafhoppers, planthoppers, codling moth, citrus mealybug, onion thrips, fruit flies, bollworms and aphids. Not registered as a pesticide in the U.S.
Air & Water ReactionsSoluble in water.
Reactivity ProfileMETOLCARB is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Health HazardHigh oral and skin toxicity, and moderate inhalation toxicity. (Non-Specific -- Carbamates) Some carbamates appear to be carcinogenic, teratogenic, and/or mutagenic. Carbamates are cholinesterase inhibitors.
Health HazardHighly toxic by ingestion and moderately toxic by inhalation and skin absorption; cholinesterase inhibitor; exhibits acute,delayed, and chronic toxicity; toxic effects arethose of organophosphorus pesticides and carbamate esters; the symptoms include excessive salivation, lacrimation, blurred vision,headache, labored breathing, twitches ofmuscle, loss of reflexes, headache, weakness, sweating, nausea, giddiness, vomiting,cramps, diarrhea, convulsions, and coma; U.S.EPA-listed extremely hazardous substance.
LD50 oral (rat): 268 mg/kg
LD50 skin (rat): 268 mg/kg
LD50 inhalation (rat): 128 mg/m3 hour.


Fire HazardAs for other solid carbamate pesticides, container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Emits toxic fumes of nitrogen oxides when heated to decomposition. Avoid decomposing heat.
Agricultural UsesInsecticide, Acaricide: Metolcarb is an insecticide for the control of rice green leafhoppers, plant-hoppers, codling moth, citrus mealy bug, onion thrips, fruit flies, bollworms and aphids. Not registered for use in the U.S. Not listed for use in EU countries.
Trade nameDRC 3341®; KUMIAI®; METACRATE®; S 1065®; SOGATOX DUST® 22; TSUMACIDE®; TSUMAUNKA®; VADEN®
Safety ProfilePoison by ingestion and skin contact. Moderately toxic by inhalation. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.
Potential ExposureMetolcarb is an insecticide used for the control of rice leafhoppers, plant-hoppers; codling moth; citrus mealy bug; onion thrips; fruit flies; bollworms and aphids. Not registered as a pesticide in the United States.
Metabolic pathwayThe main pathways of metabolism of metolcarb in plants, mammals and insects involve ring-methyl, N-methyl and phenyl-ring hydroxylation and conjugation. Carbamate ester hydrolysis is a minor reaction. Further oxidation of a ring-hydroxymethyl moiety to carboxyl occurs in rats and insects.
ShippingUN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
IncompatibilitiesCarbamates are incompatible with reducing agents such as hydrides, strong acids, oxidizing acids, peroxides, and bases. Contact with active metals or nitrides cause the release of flammable, and potentially explosive, hydrogen gas. May react violently with bromine, ketones. Incompatible with azo dyes, caustics, ammonia, amines, boranes, hydrazines, strong oxidizers.
Waste DisposalConsult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
METOLCARB Preparation Products And Raw materials
Raw materialsToluene-->Triethylamine-->Benzene-->m-Cresol-->METHYLISOCYANATE 1 X 500MG NEAT-->CREAM-->Methylaminoformyl chloride-->3-METHYLPHENYL CHLOROFORMATE
Preparation ProductsIsoprocarb
Mercaptodimethur METOLCARB CARBOFURAN (RING 13C6) PHYSOSTIGMINE SALICYLATE Carbosulfan 3,4,5-TRIMETHACARB METHIOCARB SULFONE Carbofuran ZECTRAN METHIOCARB SULFOXIDE CARBOFURAN-3-KETO PROMECARB BANOL CARBOFURAN-3-HYDROXY Bux emulsion PHYSOSTIGMINE Furathiocarb AMINOCARB

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