Mercaptodimethur

Mercaptodimethur Basic information
Product Name:Mercaptodimethur
Synonyms:OMS93;Phenol,3,5-diMethyl-4-(Methylthio)-, 1-(N-MethylcarbaMate);MXMC;3,5-dimethyl-4-methylthiophenyl N-methylcarbamate,mercaptodimethur (ISO),methiocarb;(3,5-dimethyl-4-methylsulfanyl-phenyl) N-methylcarbamate;(3,5-dimethyl-4-methylsulfanylphenyl) N-methylcarbamate;N-methylcarbamic acid [3,5-dimethyl-4-(methylthio)phenyl] ester;Methiocarb 1g [2032-65-7]
CAS:2032-65-7
MF:C11H15NO2S
MW:225.31
EINECS:217-991-2
Product Categories:MEA - MESPesticides&Metabolites;Alpha sort;H-MAlphabetic;M;Others;Pesticides;Pesticides&Metabolites
Mol File:2032-65-7.mol
Mercaptodimethur Structure
Mercaptodimethur Chemical Properties
Melting point 119°C
density 1.1838 (rough estimate)
vapor pressure 1.5 x 10-5 Pa (20 °C)
refractive index 1.4790 (estimate)
storage temp. 0-6°C
solubility DMF: 20 mg/ml,DMSO: 20 mg/ml,DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml,Ethanol: 10 mg/ml
form Crystalline Solid
Boiling point 310.7±42.0 °C(Predicted)
pKa12.16±0.46(Predicted)
color White
Water Solubility Insoluble
BRN 1881431
Stability:Light Sensitive
CAS DataBase Reference2032-65-7(CAS DataBase Reference)
NIST Chemistry Reference4-Methylthio-3,5-xylyl methylcarbamate(2032-65-7)
EPA Substance Registry SystemMethiocarb (2032-65-7)
Safety Information
Hazard Codes T;N,N,T
Risk Statements 25-50/53
Safety Statements 22-37-45-60-61
RIDADR UN 2811/2757
WGK Germany 3
RTECS FC5775000
HazardClass 6.1(a)
PackingGroup II
Hazardous Substances Data2032-65-7(Hazardous Substances Data)
ToxicityLD50 in male, female rats (mg/kg): 70, 60 orally (Gaines)
MSDS Information
Mercaptodimethur Usage And Synthesis
DescriptionMethiocarb was originally developed by Bayer as an insecticide. The bird-repellent properties of the compound were quickly recognized, however, and a number of applications for bird damage management followed (42).
Methiocarb is a secondary repellent, and repellency occurs through aversive conditioning, by which birds that feed on treated food become sick and associate either the food or characteristics of the food with the discomfort (21). As a result, affected birds learn to avoid that food item. Often the avoidance response is locationdependent. For example, common ravens (Corvus corax) that learn not to eat eggs at one site will still feed on eggs at a different location (43).
Chemical PropertiesMethiocarb is a colorless crystalline powder.
UsesInsecticide; molluscicide; bird repellent.
UsesMethiocarb is an insecticide, molluscicide and acaricide with contact and stomach action. It is used to control slugs, snails and insects in a wide range of crops. Soil insects are controlled. Methiocarb is also used as a seed-treatment and bird repellent.
UsesInsecticide, acaricide and bird repellent.
DefinitionChEBI: A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfanyl)phenol with the carboxy group of methylcarbamic acid.
General DescriptionWhite crystalline powder with a mild odor. Used as an insecticide and immobilizing agent for birds, acaricide and molluscicide.
Reactivity ProfileMercaptodimethur 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 HazardAs a carbamate insecticide, Mercaptodimethur is a reversible cholinesterase inhibitor and acts on the nervous system. It is classified as very toxic, and the probable oral lethal dose for humans is 50-500 mg/kg or between 1 teaspoon and 1 ounce for a 150 lb. adult.
Health HazardHighly toxic cholinesterase inhibitor; exhibitsacute, delayed and chronic effects; routesof entry — ingestion, skin absorption andinhalation of vapors; reversible action ofshort duration; toxic symptoms includesalivation, lacrimation, bradycardia, blurredvision, labored breathing, headache, muscle twitching, tremor, and slight paralysis;gastrointestinal effects include nausea, vomiting, abdominal pain, and diarrhea; severepoisoning may lead to convulsions and coma;oral intake of probably 5–10 g may be fatalto adult humans.
LD50 oral (rat): 15–20 mg/kg
LD50 oral (guinea pig): 40 mg/kg
LD50 skin (rat): 350 mg/kg
LD50 skin (wild bird): 100 mg/kg.



Fire HazardWhen heated to decomposition, Mercaptodimethur emits very toxic fumes of nitrogen and sulfur oxides.
Agricultural UsesAcaricide, Molluscicide, Insecticide: Used to control slugs and snails, soil insects and spider mites in pome fruit, stone fruit, hops, strawberries, potatoes, beets, maize, vegetables and ornamentals. Also used as seed treatment to control fruit flies on maize and bird repellant on berries and cherries. Methiocarb producers deleted all food uses from their product labels between 1989-92. It is A U.S. EPA restricted Use Pesticide (RUP) except for residential application.
Trade nameAI3-25726®; ALCO SLUB”M[C]; B 37344®; BAY 5024®; BAY 9026®; BAY 37344®; BAYER 37344®; DCR 736®; DRAZA®; DRAZA G MICROPELLETS®; H 321®; MESUROL®; METHIOCARBE®; OMS- 93®; PBI SLUG GARD®; PROVADA®; SD 9228®; SLUG-GETA®[C]
Contact allergensMethiocarb is an insecticide or molluscicide with a cholinesterase inhibiting effect. A case of contact dermatitis was reported in a carnation grower.
PharmacologyMethiocarb is a carbamate, and its mode of action is via the inhibition of acetylcholinesterase at synapses in the nervous system. Unlike many cholinesterase-inhibiting compounds, however, the effects of methiocarb are rapidly reversible, and the animal experiences only transitory disruption.
Safety ProfilePoison by ingestion, skin contact, and intraperitoneal routes. Used as an insecticide, molluscicide, and bird repellent. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also ESTERS and CARBAMATES.
Potential ExposureA potential danger to those involved in the manufacture, formulation, and application of this nonsystemic acaricide and insecticide.
Environmental FateSoil. Methiocarb was oxidized, probably by singlet oxygen, to the corresponding sulfoxide and trace amounts (<5% yield) of sulfone when sorbed on soil and exposed to sunlight. The photosensitized oxidation was faster in soils containing the lowest organic carbon content (Gohre and Miller, 1986).
Plant. On and/or in bean plants, the methylthio group is rapidly oxidized to the sulfoxide and sulfone (Abdel-Wahab et al., 1966) followed by hydrolysis yielding the corresponding thiophenol, methylsulfoxide phenol and methylsulphonyl phenol (Har
Photolytic. When methiocarb in ethanol was irradiated by UV light, only a few unidentified cholinesterase inhibitors were formed (Crosby et al., 1965).
Chemical/Physical. Emits toxic fumes of nitrogen and sulfur oxides when heated to decomposition (Sax and Lewis, 1987).


Metabolic pathwayMethiocarb is oxidised to a sulfoxide and a sulfone in biological media. The resulting two carbamate esters and the parent compound are hydrolysed in soils and plants to the corresponding phenols. Hydroxylation of the N-methyl group on the carbamate function occurs in mammalian preparations in vitro.
ShippingUN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required
DegradationMethiocarb is unstable in alkaline solution. Its DT50 values at pH 4,7 and 9 (22 °C) are >1 year, 35 days and 6 hours, respectively. Photodegradation (DT50 6-16 days) contributes to the loss of methiocarb from the environment (PM).
River water containing methiocarb was stored in sunlight or artificial light. Samples were taken and analysed by TLC. Methiocarb was rapidly hydrolysed (half-life 3 days) to the phenol (2) which itself degraded (Eichelberger and Lichtenberg, 1971).
Waste DisposalIn accordance with 40CFR 165 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. Consult 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. Remove material with contaminated soil and place in impervious containers. May be incinerated in a pesticide incinerator at the specified temperature/dwell-time combination. Any liquids, sludges, or solid residues generated should be disposed of in accordance with all applicable federal, state, and local pollution control requirements. If appropriate incineration facilities are not available, material may be buried in a chemical waste landfill. May be amenable to biological treatment at a municipal sewage treatment plant. (Sax/DPIMR).
Mercaptodimethur Preparation Products And Raw materials
METHIOCARB SOLUTION 100UG/ML IN METHANOL 5X1ML METHIOCARB SULFONE 50MG [R] Dacthal Mercaptodimethur Methyl carbamate POLYURETHANE METHIOCARB SOLUTION 100UG/ML IN METHANOL 5ML METHIOCARB SULFOXIDE 100UG/ML IN TOLUENE 5ML [R] Methylthioacetaldoxime ISOMETHIOZIN METHIOCARB SULFOXIDE 100UG/ML IN TOLUENE 100UG/ML IN TOLUENE 1ML METHIOCARB SULFOXIDE, 1X5ML, 100UG/ML IN TOLUENE METHIOCARB SOLUTION 100UG/ML IN METHANOL 1ML methiocarb sulfoxidase 2,6-DIMETHYLTHIOANISOLE 1-METHOXY-4-(METHYLTHIO)BENZENE 3-Methyl-4-(methylthio)phenol METHIOCARB SULFOXIDE 100UG/ML IN TOLUENE 100UG/ML IN TOLUENE 5X1ML

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