Metolcarb

165.19

165.19

214-446-0

4N7OMZ879V

91193

2757

DTXSID8057938

Colorless crystalline solid

2924199090

38.3

1.70

Metolcarb is a colorless 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. (EPA, 1998)

1.1603 (rough estimate)

76-77 °C

293.03°C (rough estimate)

>100 °C

1.5270 (estimate)

880 g/kg methanol at room temperature

0-6°C

0.145 Pa (20 °C)

Oral-Rat  LD50: 268 mg/kg; Oral-Mouse LD50: 109 mg/kg

Combustion produces toxic nitrogen oxide gas

Easily hydrolyzed in basic media; stable in a solution at pH < 6; half-life at pH 9 is 6 hours in seawater and 2.8 hours in freshwater.

Soluble in water.

Carbamates

METOLCARB 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.

III

6.1(b)

2757

1

22-51/53

61-60

FC8050000

Xn,N

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

P264, P270, P273, P301+P312, P330, P391, P501

H302

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P190, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

Incompatible with alkaline materials.

As 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. (EPA, 1998)

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, P391, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 197 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P280, P301+P310, P302+P352, P309+P311, P312, P314, P321, P322, P330, P361, P363, P405, and P501

Procedures for carbamate pesticides, solid, include the following. Stay upwind and keep out of low areas. Wear positive pressure breathing apparatus and special protective clothing. Move container from fire area if you can do it without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Metolcarb is a carbamate insecticide. Solid carbamate pesticides may burn but do not ignite readily. For small fires, use dry chemical, carbon dioxide, water spray, and foam. For large fires, use water spray, fog or foam. Dike fire control water for later disposal. (EPA, 1998)

Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Avoid inhalation. For solid carbamate pesticides, use the following procedures. For small spills, take up with sand or other noncombustible absorbent material and place in containers for later disposal. For small dry spills, with clean shovel place material into clean, dry container and cover; move container from spill area. For large spills, dike far ahead of spill for later disposal. Do not touch spilled material. Use water spray to reduce vapors. (EPA, 1998)

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)|When handling metolcarb, a respirator with gas absorbent should be used.|/Protective clothing includes/ Gloves, gas mask or respiratory, goggles, and clothing. When handling, wear a respiratory with gas absorbent. Avoid skin and eye contact.

Neither flammable nor autoignitible.

P190; Carbamic acid, methyl-, 3-methylphenyl ester

P190; As stipulated in 40 CFR 261.33, when metolcarb, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).

highly toxic

The combined toxicity of malathion, 2-sec-butylphenylmethylcarbamate, m-tolymethylcarbamate, and 3,4-xylyl-methylcarbamate was studied in mice and rats. ICR mice and male Fischer 344 rats were exposed orally to a suspension of insecticides at five dose concentrations to determine the median lethal dose (LD50); animals were observed for mortality at least 7 days after dosing. ... Mice were killed, brains were homogenized, and brain acetylcholinesterase activity was determined. Of all combinations tested, only malathion plus 2-sec-butylphenylmethylcarbamate exhibited a marked synergism in acute toxicity in male mice; other combinations with m-tolymethylcarbamate, or 3,4-xylyl-methylcarbamate did not show any significant potentiation of toxicity in male mice. Female mice responded similarly to insecticide synergism. In rats, the synergism was relatively less potent than in mice. Symptoms of muscle fasciculation, increased salivation, urination, convulsion, and dyspnea were similar in mice and rats. Significant time differences in mortality after dosing were observed among the insecticides and between rats and mice. ...|Succinylcholine, other cholinergic agents, and aminophylline are contraindicated. /Carbamates and related compounds/

LD50 Rat male oral 580 mg/kg|LD50 Rat female oral 498 mg/kg|LD50 Mouse oral 109 mg/kg|LD50 Rat percutaneous >2,000 mg/kg|For more Non-Human Toxicity Values (Complete) data for METOLCARB (6 total), please visit the HSDB record page.

Metolcarb's production and use as an insecticide to control leafhoppers, planthoppers, citrus mealybugs, onion thrips, Mediterranean fruit flies, pink bollworms, cotton aphids(1), and codling moths(2) will result in its release to the environment(SRC).

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 200(SRC), determined from a measured log Kow of 1.7(2) and a regression-derived equation(3), indicates that metolcarb is expected to have moderate mobility in soil(SRC). Volatilization of metolcarb from moist soil surfaces is not expected to be important(SRC) given an estimated Henry's Law constant of 8.4X10- 10 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 1.0X10-5 mm Hg(4), and water solubility, 2.6X10+3 mg/l(5). Metolcarb is not expected to volatilize from dry soil surfaces based on a measured vapor pressure of 1.0X10-5 mm Hg(4). Biodegradation of metolcarb in soil is expected to be an important process(SRC), based on microbial hydrolysis half-lives in six different soils ranging from 3.8 to 55 days(6).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 200(SRC), determined from a measured log Kow of 1.7(2) and a recommended regression-derived equation(3), indicates that some adsorption of metolcarb to suspended solids and sediment in water is expected(SRC). Metolcarb is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 8.4X10-10 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 1.0X10-5 mm Hg(4), and water solubility, 2.6X10+3 mg/l(5). According to a classification scheme(6), an estimated BCF of 12(3,SRC), from a measured log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC). Hydrolysis of metolcarb is expected to be an important process in aquatic systems where the pH is greater than 7(SRC); half-lives of 2.5 and 25 days were estimated for metolcarb at pHs 8 and 7, respectively(7). Biodegradation of metolcarb in aquatic systems may be important(SRC); metolcarb reached 36 to 41% of its theoretical BOD over a period of 4 weeks using an activated sludge inoculum(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), metolcarb, which has a measured vapor pressure of 1.0X10-5 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase metolcarb is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 1.8 days(3,SRC). Particulate-phase metolcarb may be physically removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of metolcarb with photochemically-produced hydroxyl radicals has been estimated as 9.1X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). A base-catalyzed second-order rate constant of 3.2 L/mol-sec (SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 25 and 2.5 days at pH values of 7 and 8, respectively(2,SRC). Metolcarb is stable in solution at pHs less than 6, but is easily hydrolyzed in basic media; half-lives in water and seawater are 2.8 and 6 hours, respectively at pH 9(3). m-Methylphenol was identified as the major photolysis degradation product(3).

An estimated BCF of 12 was calculated for metolcarb(SRC), using a measured log Kow of 1.7(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

The Koc of metolcarb is estimated as approximately 200(SRC), using a measured log Kow of 1.7(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that metolcarb is expected to have moderate mobility in soil(SRC).

The Henry's Law constant for metolcarb is estimated as 8.4X10-10 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 1.0X10-5 mm Hg(1), and water solubility, 2.6X10+3 mg/l(2). This value indicates that metolcarb will be essentially nonvolatile from water surfaces(3,SRC). Metolcarb's Henry's Law constant(1,2,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Metolcarb is not expected to volatilize from dry soil surfaces(SRC) based on a measured vapor pressure of 1.0X10-5 mm Hg(1).

Occupational exposure to metolcarb may occur through inhalation of dust particles and dermal contact with this insecticide during or after its application or at workplaces where metolcarb is produced. (SRC)

Cholinesterase inhibitor.

High 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. (EPA, 1998)

Note: Metolcarb is a cholinesterase inhibitor. Signs and Symptoms of Metolcarb Exposure: Acute exposure to metolcarb usually leads to a cholinergic crisis, with signs and symptoms that may include increased salivation, profuse sweating, lacrimation (tearing), runny nose and spontaneous defecation and urination. Pinpoint pupils, blurred vision, headache, tremor, muscle twitching, tightness in chest, malaise, mental confusion, convulsions, and coma may also occur. Gastrointestinal effects include nausea, vomiting, diarrhea, and abdominal pain. Bradycardia (slow heart rate) occurs frequently. Pulmonary edema, dyspnea (shortness of breath), respiratory depression, or respiratory arrest may also occur. Emergency Life-Support Procedures: Acute exposure to metolcarb may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to metolcarb. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to metolcarb. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Remove contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas twice with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 3. Vomiting may be induced with syrup of Ipecac. If elapsed time since ingestion of metolcarb is unknown of suspected to be greater than 30 minutes, do not induce vomiting and proceed to Step 4. Ipecac should not be administered to children under 6 months of age.Warning: Ingestion of metolcarb may result in sudden onset of seizures or loss of consciousness. Syrup of Ipecac should be administered only if victims are alert, have an active gag-reflex, and show no signs of impending seizure or coma. If ANY uncertainty exists, proceed to Step 4.The following dosages of Ipecac are recommended: children up to 1 year old, 10 mL (1/3 oz); children 1 to 12 years old, 15 mL (1/2 oz); adults, 30 mL (1 oz). Ambulate (walk) the victims and give large quantities of water. If vomiting has not occurred after 15 minutes, Ipecac may be readministered. Continue to ambulate and give water to the victims. If vomiting has not occurred within 15 minutes after second administration of Ipecac, administer activated charcoal. 4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water. 5. Promote excretion by administering a saline cathartic or sorbitol to conscious and alert victims. Children require 15 to 30 g (1/2 to 1 oz) of cathartic; 50 to 100 g (1-3/4 to 3-1/2 oz) is recommended for adults. 6. Transport to a health care facility. (EPA, 1998)

For immediate first aid: Ensure that adequate decontamination has been carried out. If victim is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep victim quiet and maintain normal body temperature. Obtain medical attention. /Carbamates and related compounds/|For basic treatment: Establish a patent airway. Suction if necessary. Aggressive airway management may be needed. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... Monitor for pulmonary edema and treat if necessary ... Anticipate seizures and treat if necessary ... For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Carbamates and related compounds/|Preservative-free atropine should be used to avoid toxicity from preservative agents. Mydriasis may occur early in the administration of atropine; however the endpoint for atropine administration is the drying of pulmonary secretions. /Carbamates and related compounds/

3-methylphenyl-N-methyl carbamate

Emulsifiable concentrate (300 active ingredient/l); wettable powder (500 g/kg); dustable powder (20 or 30 g/kg). Combinations with fungicides and other insecticides as dustable powder are available.|Mixed formulations: (metolcarb +) diazinon|Dustable powder; emulsifiable concentrate; wettable powder; Mixtures (metolcarb +) propaphos.

Carbamic acid, N-methyl-, 3-methylphenyl ester: ACTIVE

Analysis of products: By gas-liquid chromatography, or by high performance liquid chromatography (S Sakaue et al, Nippon Nogei Kagaku Kaishi 1981, 55, 1237).|Analysis of residues: By gas-liquid chromatography of a derivative with electron capture detection (J Miyamoto et al, Nihon Noyaku Gakkaishi 1978, 3, 119).|For gas chromatographic detection of nitrogen containing pesticides, soil and water samples were shaken or blended with 100 ml of acetone. The mixture was purified by coagulation and re-extracted with three 50 ml portions of dichloromethane. The organic phases were combined and passed over anhydrous sodium sulfate and evaporated to 1.0-1.5 ml. The resulting solution was measured by gas chromatography with NPD and 5% OV-17/Chromosorb Q (80-100 mesh) column. This method was applicable to simultaneous detection of 10 organonitrogen pesticide residues /which includes metolcarb/ with satisfactory recovery (84.21-99.30%) and relative standard deviation (1.02-10.33%). Minimum detection limits ranged from 0.0004-0.0218 ppm.

Agrochemicals -> Insecticides