| | Methomyl Basic information |
| | Methomyl Chemical Properties |
| Melting point | 78°C | | Boiling point | 144°C | | density | d424 1.2946 | | vapor pressure | 0Pa at 20℃ | | refractive index | 1.6430 (estimate) | | storage temp. | 0-6°C | | solubility | Chloroform: Slightly Soluble,Methanol: Slightly Soluble | | pka | 13.27±0.46(Predicted) | | form | solid | | Water Solubility | Soluble. 5.8 g/100 mL | | Merck | 13,6012 | | BRN | 3081564 | | Exposure limits | NIOSH REL: TWA 2.5 mg/m3; ACGIH TLV: TWA 2.5 mg/m3. | | Stability: | Stable. Incompatible with strong bases, strong oxidizing agents. | | InChIKey | UHXUZOCRWCRNSJ-QPJJXVBHSA-N | | LogP | 0.11 at 25.2℃ | | CAS DataBase Reference | 16752-77-5(CAS DataBase Reference) | | NIST Chemistry Reference | Methomyl(16752-77-5) | | EPA Substance Registry System | Methomyl (16752-77-5) |
| | Methomyl Usage And Synthesis |
| Description | Acetamide acid (methomyl) is a carbamate broad-spectrum insecticide. Methomyl is
classified as a restricted use pesticide (RUP). It is a crystalline solid with a slight sulphurous
odour and very soluble in methanol, acetone, ethanol, and isopropanol. It decomposes
with heat and releases hazardous gases/vapours, such as sulphur oxides, methyl
isocyanate, and HCN. Acetamide acid (methomyl) is used both as a contact insecticide and
as a systemic insecticide. It is used as an acaricide to control ticks and spiders; as fly bait;
for foliar treatment of vegetable, fruit, field crops, cotton, and commercial ornamentals;
and in and around poultry houses and dairies. | | Chemical Properties | Acetamidic acid (methomyl) is carbamate broad-spectrum insecticide. Methomyl is clas-
sifi
ed as a restricted use pesticide (RUP). It is a crystalline solid with a slight sulfurous
odor, very soluble in methanol, acetone, ethanol, and isopropanol. It decomposes with
heat and releases hazardous gases/vapors, such as sulfur oxides, methylisocyanate, and
HCN. Acetamidic acid (methomyl) is used both as a contact insecticide and as a systemic
insecticide. It is used as an acaricide to control ticks, spiders, as fl
y bait, for foliar treatment
of vegetable, fruit and fi
eld crops, cotton, commercial ornamentals, and in and around
poultry houses and dairies. | | Chemical Properties | Methomyl is a white crystalline solid with
a slight sulfurous odor. A noncombustible solid, that may
be dissolved in flammable liquids that may alter physical
properties listed here. | | Uses | Insecticide, nematocide. | | Uses | Insecticide. | | Uses | Methomyl is a pesticide. This mixture of two stereoisomers
is used as a foliar spary to control field crops,
stables and poultry houses, and in glasshouses on
ornamentals and vegetables, or in flypapers. Cases
have been reported in chrysanthemum growers and in
two women working in a plant nursery.
| | Definition | ChEBI: A carbamate ester obtained by the formal condensation of methylcarbamic acid with the hydroxy group of 1-(methylsulfanyl)acetaldoxime. | | General Description | White crystalline solid with slight sulfurous smell. Used as a nematocide, and an insecticide on vegetables, tobacco, cotton, alfalfa, soy beans, and corn. | | Air & Water Reactions | Water soluble. | | Reactivity Profile | Methomyl 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. | | Hazard | Toxic by ingestion. Acetyl cholinesterase
inhibitor, male reproductive damage, and hematologic effects. Questionable carcinogen. | | Health Hazard | Acetamidic acid (methomyl) is potentially a highly poisonous material in humans.
Exposures to acetamidic acid (methomyl) cause adverse health effects. It is highly toxic
and causes inhibition of cholinesterase activity. The symptoms of toxicity include, but
are not limited to, weakness, lack of appetite, blurred vision, pupillary constriction, cor-
neal injury, headache, nausea, abdominal cramps, burning sensation, coughing, wheez-
ing, laryngitis, shortness of breath, and vomiting. It may be harmful if absorbed through
the skin of the mucous membranes and upper upper respiratory tract and cause chest
discomfort, constriction of pupils, sweating, muscle tremors, and decreased pulse. After
severe poisoning, occupational workers show symptoms of twitching, giddiness, confu-
sion, muscle incoordination, heart irregularities, loss of refl
exes, slurred speech, paralysis
of the muscles of the respiratory system, and death. The target organs of methomyl toxic-
ity include nerves, cardiovascular system, liver, and kidneys. | | Health Hazard | Methomyl has high oral toxicity, moderate inhalation toxicity and low skin toxicity. The probable oral lethal dose for humans is between 7 drops and 1 teaspoon for a 150 pound adult. Death is due to respiratory arrest. | | Health Hazard | Extremely toxic by oral route; moderatelytoxic by inhalation; exhibits acute, delayed,and chronic effects; cholinesterase inhibitor;symptoms are those of phosphate — or carbamate esters — the major signs of whichare increased salivation, lacrimation, spontaneous urination, blurred vision, pinpointpupils, tremor, twitching of muscle and lossof coordination; confusion, convulsions, andcoma may occur as well; other signs ofpoisoning include nausea, vomiting, cramps,diarrhea, slow heart rate, shortness of breath,and pulmonary edema (U.S. EPA 1988);death may result from respiratory arrest(Gosselin et al. 1984); the probable lethaldose from ingestion in adult human could be0.5–2 g; oral lethal dose in dog 30 mg/kg,and monkey 40 mg/kg; toxic effects fromskin absorption low; listed as extremely hazardous substance by the U.S. EPA.
LD50 oral (mouse): 10 mg/kg
LD50 oral (rat): 17 mg/kg
LD50 inhalation (rat): 77 ppm
Tsai et al. (2003) have reported a caseof outbreak of food poisoning at a seafoodrestaurant in Taiwan. High levels of methomyl were found in leafy-vegetables stir-friedwith crab claws (380 ppm) and fried mussels (1113 ppm). The median latency frombeginning eating to first symptoms was5-minutes. The clinical symptoms were general weakness, ataxia, dizziness, vomiting,sweating, floating sensation, headache, dyspnea, and blurred vision.. | | Fire Hazard | When heated to decomposition, Methomyl emits very toxic fumes of nitrogen oxides and sulfur oxides. Do not subject liquid formulations to temperatures below 32F. | | Flammability and Explosibility | Notclassified | | Agricultural Uses | Insecticide, Acaricide: Methomyl is a broad-spectrum insecticide that is
particularly effective against organophosphorus-resistant
pests. It is used as an acaricide to control ticks and spiders. It is used for foliar treatment of vegetable, fruit and
field crops, tobacco, cotton, commercial ornamentals, and
in and around poultry houses and dairies. It is also used as
a fly bait. Methomyl is effective as a “contact insecticide,”
because it kills target insects upon direct contact, and also
as a “systemic insecticide” because of its capability to
cause overall “systemic” poisoning in target insects, after
it is absorbed and transported throughout the pests that
feed on treated plants. It is capable of being absorbed by
plants without being “phytotoxic” or harmful, to the plant.
A U.S. EPA restricted Use Pesticide (RUP). | | Trade name | ACINATE®; AGRINATE®; CIMETLE®;
DuPont
TM 1179®; FRAM FLY KILL®; FLYTEK®;
IMPROVED BLUE MALRIN SUGAR BAIT®;
IMPROVED GOLDEN MALRIN BAIT®; INSECTICIDE
1179®; KIPSIN®; KUIK®; LANNATE®; LANNOX®;
LANOX 90®; LANOX 216®; METHOMEX®;
METHOMYL® 20SC; MEMILENE®; METHAVIN®;
NU-BAIT II®; NUDRIN®; PILLARMATE®;
RENTOKILL®; RENTOKIL FRAM FLY BAIT®;
RIDECT®; SD 14999®; SOREX GOLDEN FLY BAIT®;
WL 18236® | | Contact allergens | Methomyl is a pesticide agent, a carbamate insecticide with anticholinesterase activity. This mixture of two stereoisomers is used as a foliar spray to control field crops, in stables and poultry houses, and in glasshouses on ornamentals and vegetables, or in flypapers. Cases were reported in chrysanthemum growers and in two women working in a plant nursery | | Safety Profile | Poison by ingestion,
inhalation, and subcutaneous routes. Mildly
toxic by skin contact. Wen heated to
decomposition it emits very toxic fumes of
NOx and SOx. | | Potential Exposure | Methomyl is a broad-spectrum insecticide used as insecticide in many vegetables, field crops;
certain fruit crops; and ornamentals.
Incompatibilities: Keep away from strong bases, strong oxidizers. Heat causes decomposition forming toxic and irritating fumes including nitrogen oxides; sulfur oxides;
hydrogen cyanide; methylisocyanate | | Environmental Fate | Biological. From the first-order biotic and abiotic rate constants of methomyl in
estuarine water and sediment/water systems, the estimated biodegradation half-lives were
75–165 and 39–134 days, respectively (Walker et al., 1988).
Soil. Harvey and Pease (1973) reported that methomyl dissipated rapidly in fine sand
and loamy sand soils. One month following application to a Delaware soil, 1.8% of the
applied dosage was recovered and after 1 year, methomyl was not detected. T
Groundwater. According to the U.S. EPA (1986) methomyl has a high potential to
leach to groundwater.
Plant. The reported half-lives of methomyl on cotton plants, mint plants and Bermuda
grass were 0.4–8.5, 0.8–1.2 and 2.5 days, respectively (Willis and McDowell, 1987).
Chemical/Physical. Emits toxic fumes of nitrogen and sulfur oxides when heated to
decomposition (Sax and Lewis, 1987; Lewis, 1990). | | storage | Acetamidic acid (methomyl) should be kept stored in a sealed container in a cool
(below 0
°
C), dry, area with adequate ventilation. The chemical should be kept away
from incompatible chemical substances, strong oxidizing agents, strong bases, other
pesticides, and food or feed. | | 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 | | Waste Disposal | 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. Alkaline hydrolysis leads to complete degradation to nontoxic products. May be dissolved in water
and sprayed into a furnace with effluent gas scrubbing
also. 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.
| | Precautions | Occupational workers should avoid contact of acetamidic acid (methomyl) with the skin,
eyes, or clothing, and avoid exposures to vapor or mist. Workers should be careful when
storing and/or disposing of acetamidic acid, avoid the dust contaminating water, food,
or feed by storage or disposal. Workers should use respiratory protection: Government approved respirator. Hand Protection: Compatible chemical-resistant gloves. Eye
Protection: Chemical safety goggles.chemical safety goggles. |
| | Methomyl Preparation Products And Raw materials |
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