2032-65-7 Usage
Description
Mercaptodimethur is a white crystalline powder with a mild odor, which is primarily used as an insecticide, acaricide, and bird repellent. It is 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.
Uses
Used in Agricultural Industry:
Mercaptodimethur is used as an insecticide, acaricide, and molluscicide for controlling slugs, snails, and insects in a wide range of crops. It is effective against soil insects and spider mites in pome fruit, stone fruit, hops, strawberries, potatoes, beets, maize, vegetables, and ornamentals.
Used in Seed Treatment:
Mercaptodimethur is used as a seed treatment to control fruit flies on maize.
Used as a Bird Repellent:
Mercaptodimethur is used as a bird repellent on berries and cheries. Its bird-repellent properties are due to aversive conditioning, where birds that feed on treated food become sick and associate either the food or characteristics of the food with the discomfort. As a result, affected birds learn to avoid that food item, often with a location-dependent avoidance response.
Chemical Properties:
Mercaptodimethur is a colorless crystalline powder.
Regulations:
Methiocarb is a U.S. EPA restricted Use Pesticide (RUP) except for residential application. Methiocarb producers have deleted all food uses from their product labels between 1989-92.
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/kgLD50 oral (guinea pig): 40 mg/kgLD50 skin (rat): 350 mg/kgLD50 skin (wild bird): 100 mg/kg.
Fire Hazard
When heated to decomposition, Mercaptodimethur emits very toxic fumes of nitrogen and sulfur oxides.
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 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 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 involved
in the manufacture, formulation, and application of this
nonsystemic acaricide and insecticide.
Environmental Fate
Soil. 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 (HarPhotolytic. 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 pathway
Methiocarb 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.
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 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 Disposal
In 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).
Check Digit Verification of cas no
The CAS Registry Mumber 2032-65-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,3 and 2 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2032-65:
(6*2)+(5*0)+(4*3)+(3*2)+(2*6)+(1*5)=47
47 % 10 = 7
So 2032-65-7 is a valid CAS Registry Number.
InChI:InChI=1/C11H15NO2S/c1-7-5-9(14-11(13)12-3)6-8(2)10(7)15-4/h5-6H,1-4H3,(H,12,13)
2032-65-7Relevant articles and documents
MULTICOMPARTMENT GRANULATE FORMULATIONS FOR ACTIVE SUBSTANCES
-
, (2009/12/28)
The invention relates to molded article that contains active substances and comprises at least two compartments that have a different material composition. Each compartment is independently provided with at least one active substance that is contained in a matrix. Each matrix encompasses at least one filler at a concentration of ≧20 percent by weight to ≦100 percent by weight relative to the total weight of the respective matrix. The invention further relates to a method for producing such molded articles as well as the use thereof.
Bromonitrothienyldioxanes
-
, (2008/06/13)
The invention relates to novel 5-bromo-5-nitro-2-thienyl-1,3-dioxanes of the formula (I) in which R1, R2 and R3 are as defined in the description are highly suitable for use as biocides for protecting plants and industrial materials.
N-sulfonyliminodithio compounds useful for in plant and material protection
-
, (2008/06/13)
N-sulfonyliminodithio compounds have the formula (I), in which R1 and R2 stand for optionally substituted alkyl, alkenyl or alkinyl, and Ar stands for optionally substituted aryl; also disclosed are processes for preparing these compounds and their use for plant and material protection. STR1
