Mercaptodimethur CAS 2032-65-7
Introduction:Basic information about Mercaptodimethur CAS 2032-65-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Mercaptodimethur Basic information
| Product Name: | Mercaptodimethur |
| Synonyms: | OMS93;Phenol,3,5-diMethyl-4-(Methylthio)-, 1-(N-MethylcarbaMate);Methiocarb Solution, 1000ppm;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 |
| 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 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) |
| pKa | 12.16±0.46(Predicted) |
| color | White |
| Water Solubility | Insoluble |
| BRN | 1881431 |
| Stability: | Light Sensitive |
| Major Application | agriculture environmental |
| InChI | 1S/C11H15NO2S/c1-7-5-9(14-11(13)12-3)6-8(2)10(7)15-4/h5-6H,1-4H3,(H,12,13) |
| InChIKey | YFBPRJGDJKVWAH-UHFFFAOYSA-N |
| SMILES | CNC(=O)Oc1cc(C)c(SC)c(C)c1 |
| CAS DataBase Reference | 2032-65-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 4-Methylthio-3,5-xylyl methylcarbamate(2032-65-7) |
| EPA Substance Registry System | Methiocarb (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 |
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 |
| Hazardous Substances Data | 2032-65-7(Hazardous Substances Data) |
| Toxicity | LD50 in male, female rats (mg/kg): 70, 60 orally (Gaines) |
| Description | Methiocarb was originally developed by Bayer as aninsecticide. The bird-repellent properties of the compoundwere quickly recognized, however, and a number ofapplications for bird damage management followed (42). Methiocarb is a secondary repellent, and repellencyoccurs through aversive conditioning, by which birdsthat feed on treated food become sick and associateeither the food or characteristics of the food with thediscomfort (21). As a result, affected birds learn to avoidthat 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 oneggs at a different location (43). |
| Chemical Properties | Methiocarb is a colorless crystalline powder. |
| Uses | Insecticide, acaricide and bird repellent. |
| Uses | Methiocarb is an insecticide, molluscicide and acaricide with contactand stomach action. It is used to control slugs, snails and insects in awide range of crops. Soil insects are controlled. Methiocarb is also used asa seed-treatment and bird repellent. |
| Uses | Insecticide; molluscicide; bird repellent. |
| Definition | ChEBI: 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 Description | White crystalline powder with a mild odor. Used as an insecticide and immobilizing agent for birds, acaricide and molluscicide. |
| Reactivity Profile | Mercaptodimethur 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 Hazard | As 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 Hazard | Highly 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 Hazard | When heated to decomposition, Mercaptodimethur emits very toxic fumes of nitrogen and sulfur oxides. |
| Agricultural Uses | Acaricide, 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 name | AI3-25726®; 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 allergens | Methiocarb is an insecticide or molluscicide with a cholinesterase inhibiting effect. A case of contact dermatitis was reported in a carnation grower. |
| Pharmacology | Methiocarb is a carbamate, and its mode of action is viathe inhibition of acetylcholinesterase at synapses in thenervous system. Unlike many cholinesterase-inhibitingcompounds, however, the effects of methiocarb are rapidlyreversible, and the animal experiences only transitorydisruption. |
| Safety Profile | Poison 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 Exposure | A potential danger to those involvedin the manufacture, formulation, and application of thisnonsystemic acaricide and insecticide. |
| First aid | If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Speed in removing material from skin is of extreme importance. Shampoo hair promptly if contaminated. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Keep victim quiet and maintain normal body temperature. Effects may be delayed; keep victim under observation. |
| Environmental Fate | Soil. Methiocarb was oxidized, probably by singlet oxygen, to the correspondingsulfoxide and trace amounts (<5% yield) of sulfone when sorbed on soil and exposed tosunlight. The photosensitized oxidation was faster in soils containing the lowest organiccarbon content (Gohre and Miller, 1986). Plant. On and/or in bean plants, the methylthio group is rapidly oxidized to thesulfoxide and sulfone (Abdel-Wahab et al., 1966) followed by hydrolysis yielding thecorresponding thiophenol, methylsulfoxide phenol and methylsulphonyl phenol (Har Photolytic. When methiocarb in ethanol was irradiated by UV light, only a fewunidentified cholinesterase inhibitors were formed (Crosby et al., 1965). Chemical/Physical. Emits toxic fumes of nitrogen and sulfur oxides when heated todecomposition (Sax and Lewis, 1987). |
| Metabolic pathway | Methiocarb is oxidised to a sulfoxide and a sulfone in biological media.The resulting two carbamate esters and the parent compound are hydrolysedin soils and plants to the corresponding phenols. Hydroxylation ofthe N-methyl group on the carbamate function occurs in mammalian preparations in vitro. |
| storage | Color Code—Blue: Health Hazard/Poison: Store in a secure poison location. Prior to working with this chemical you should be trained on its proper handling and storage. Store in tightly closed containers in a cool, wellventilated area |
| Shipping | UN2757 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 |
| Degradation | Methiocarb 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 artificiallight. Samples were taken and analysed by TLC. Methiocarb was rapidlyhydrolysed (half-life 3 days) to the phenol (2) which itself degraded(Eichelberger and Lichtenberg, 1971). |
| Waste Disposal | In accordance with 40CFR165 recommendations for the disposal of pesticides andpesticide containers. Must be disposed properly by following package label directions or by contacting your local orfederal environmental control agency, or by contactingyour 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 governingstorage, transportation, treatment, and waste disposal.Remove material with contaminated soil and place inimpervious containers. May be incinerated in a pesticideincinerator at the specified temperature/dwell-time combination. Any liquids, sludges, or solid residues generatedshould be disposed of in accordance with all applicablefederal, state, and local pollution control requirements. Ifappropriate incineration facilities are not available, materialmay be buried in a chemical waste landfill. May be amenable to biological treatment at a municipal sewage treatmentplant. (Sax/DPIMR). |
