Butoxycarboxim

222.26

222.26

252-140-9

DTXSID0041698

Colorless crystal

93.21000

-0.72

1.21 g/cm³ @ Temp: 20 °C

85-89 °C

1.507

0.94 M|Readily soluble in polar organic solvents; slightly soluble in non-polar solvents; solubility (g/l @ 20 °C): in chloroform 186, acetone 172, isopropanol 101, toluene 29, carbon tetrachloride 5.3, cyclohexane 0.9, heptane 0.1|In water, 209 g/l @ 20 °C

Store in dry place

2.00e-06 mmHg|2.0X10-6 mm Hg @ 20 °C /Technical/

NONH for all modes of transport

22

EL9210000

Xn

Stable to u.v. light. Thermally stable up to 100 °C.

H302

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

The protective clothing should be kept in separate places where it cannot be contaminated with toxic chemicals. It should be forbidden to keep this clothing in living quarters. Protective clothing must be washed at least once a week and each time it is contaminated with pesticides. Before washing the clothing should be soaked for several hours in a calcium carbonate solution. /Pesticides/|Smoking, eating, and drinking before washing should be absolutely prohibited when any pesticide ... is being handled or used. /Pesticides/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|For more DOT Emergency Guidelines (Complete) data for BUTOXYCARBOXIM (16 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Carbamates produce slight to moderate skin and eye irritation, depending on the vehicle used, duration of contact, and on whether the substance is applied to the abraided or intact skin. From the available data, it cannot be excluded that some of the carbamates will have a slight to moderate sensitization potential. /Carbamate Pesticides/

LD50 Rat /(female)/ subcutaneous 288 mg/kg|LD50 Rat oral 458 mg/kg|LD50 Rabbit oral 275 mg/kg|LD50 Rat percutaneous >2,000 mg/kg|LD50 Hen oral 367 mg/kg

/AQUATIC SPECIES/ Although carbamates are not very stable under aquatic conditions, and will not persist long in this environment, some carbamates are highly toxic for invertebrates and fish, others /are/ much less /toxic/. Some /carbamates/ bioaccumulate in fish, mainly because the metabolism is slow in /these animals/. /Carbamate Pesticides/|/OTHER TERRESTRIAL SPECIES/ Not hazardous to bees (special test with 'Plant Pin').

Butoxycarboxim's production may have resulted in its release to the environment through various waste streams; its former use as an insecticide and acaricide(1) would have resulted in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that butoxycarboxim is expected to have very high mobility in soil(SRC). Volatilization of butoxycarboxim from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 2.8X10-12 atm-cu m/mole(SRC), derived from its vapor pressure, 2.0X10-6 mm Hg(3) and water solubility, 2.09X10+5 mg/l(3). Butoxycarboxim is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). The half-life of butoxycarboxim in soil is 41-44 days at 20 °C(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that butoxycarboxim is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.8X10-12 atm-cu m/mole(SRC), derived from its vapor pressure 2.0X10-6 mm Hg(4) and water solubility 2.09X10+5 mg/l(4). According to a classification scheme(5), an estimated BCF of 3.1(SRC), from an estimated log Kow of -0.81(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Aqueous hydrolysis half-lives are 501, 18, and 16 days at pH 5, 7, and 9, respectively(4).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), butoxycarboxim, which has a vapor pressure of 2.0X10-6 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase butoxycarboxim 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 1.4 days(SRC), calculated from its rate constant of 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase butoxycarboxim may be removed from the air by wet and dry deposition(SRC). Butoxycarboxim is not expected to absorb light with wavelengths >290 nm and is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of butoxycarboxim with photochemically-produced hydroxyl radicals has been estimated as 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.4 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Aqueous hydrolysis half-lives are 501, 18, and 16 days at pH 5, 7, and 9, respectively(2). Butoxycarboxim is not expected to absorb light with wavelengths >290 nm and is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3.1 was calculated for butoxycarboxim(SRC), using an estimated log Kow of -0.81(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for butoxycarboxim can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that butoxycarboxim is expected to have very high mobility in soil.

The Henry's Law constant for butoxycarboxim is 2.8X10-12 atm-cu m/mole(SRC), derived from its vapor pressure, 2.0X10-6 mm Hg(1), and water solubility, 2.09X10+5 mg/l(1). This Henry's Law constant indicates that butoxycarboxim is expected to be essentially nonvolatile from water surfaces(2). Butoxycarboxim is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Butoxycarboxim was detected in 8% of fifty samples of wheat grains collected from seven areas in Saudi Arabia(1).

Occupational exposure to butoxycarboxim may have occurred through inhalation and dermal contact with this compound at workplaces where butoxycarboxim was produced or used. Limited monitoring data from Saudi Arabia indicate that the general population may have been exposed to butoxycarboxim via ingestion of food. (SRC)

In mammals, following oral administration, eliminated in the urine both in the unchanged form and as metabolites.|Little information is available on the distribution of carbamates in the various organs and tissues in mammals following exposure by inhalation or the oral route. The organs in which residues have been reported are the liver, kidneys, brain, fat, and muscle.The half-life in the rat is of the order of 3-8 hr. It seems that the excretion of carbamates via urine is also rapid in man, and that the metabolic pathways in man are the same as those in the rat. /Carbamate Pesticides/

The first step in the metabolism of carbamates is hydrolysis to carbamic acid, which decomposes to carbon dioxide (CO2) and the corresponding amine. The mechanism of hydrolysis is different for N -methyl and N -dimethyl derivatives. The N -methyl carbamates pass through an isocyanate intermediate, whereas in the hydrolysis of N - dimethylcarbamates, an addition product with a hydroxyl ion is formed yielding the alcohol and N -dimethyl substituted acid. The rate of hydrolysis by esterases is faster in mammals than in plants and insects. Apart from hydrolysis, oxidation also takes place including: hydroxylation of the aromatic ring, O -dealkylation, N -methyl hydroxylation, N -dealkylation, oxidation of aliphatic side chains, and sulfoxidation to the corresponding sulfone. Oxidation is associated with the mixed-function oxidase (MFO) enzymes. Conjugation leads to the formation of O - and N -glucuronides, sulfates, and mercapturic acid derivatives in mammals. Glycosides and phosphates are conjugation products more common in plants. /Carbamate Pesticides/

Carbamates are effective insecticides by virtue of their ability to inhibit acetylcholinesterase (AChE) in the nervous system. They also inhibit other esterases. The carbamylation of the enzyme is unstable, and the regeneration of AChE is relatively rapid compared with that from a phosphorylated enzyme. Thus, carbamate pesticides are less dangerous with regard to human exposure than organophosphorus pesticides. The ratio between the dose required to produce death and the dose required to produce minimum symptoms of poisoning is substantially larger for carbamate compounds than for organophosphorus compounds. /Carbamate Pesticides/

Artificial respiration (via a tracheal tube) should be started at the first sign of respiratory failure and maintained for as long as necessary. Cautious administration of fluids is advised as well as general supportive and symptomatic pharmacological treatment and absolute rest. /Carbamate pesticides/|When dermal exposure occurs, decontamination procedures include removal of contaminated clothes and washing of the skin with alkaline soap or with a sodium bicarbonate solution. Particular care should be taken in the cleaning of the skin area where venupuncture is performed. Blood might be contaminated with carbamates and therefore inaccurate measures of ChE inhibition might result. Extensive eye irrigation with water or saline should also be performed. In the case of ingestion, vomiting can be induced, if the patient is conscious, by the administration of ipecacuanha syrup... followed by... water. However, this treatment is contraindicated in the case of pesticides dissolved in hydrocarbon solvents. Gastric lavage (with the addition of bicarbonate solution or activated charcoal) can also be performed, particularly in unconscious patients, taking care to prevent aspiration of fluids into the lungs (i.e., only after a tracheal tube has been put in place). The volumes of the fluids introduced in the stomach should be recorded and samples of gastric lavage frozen and stored for subsequent chemical analysis. If the formulation of the pesticide involved is available, it should also be stored for further analysis (i.e., detection of toxicologically relevant impurities). A purge to remove the ingested compound can be administered. /Carbamate pesticides/|The clinical approach to carbamate toxicity is similar to that for organophosphate poisoning; the major exception is that pralidoxime usually is not recommended. /Carbamates/|Stabilization: Assess the adequacy of the airway and ventilation and use oxygen, suction, intubation, artificial ventilation, intravenous lines, and cardiac monitors as needed. /Carbamates/|For more Antidote and Emergency Treatment (Complete) data for BUTOXYCARBOXIM (11 total), please visit the HSDB record page.

/SIGNS AND SYMPTOMS/ The clinical picture of carbamates intoxication results from accumulation of ACh at nerve endings. ...The signs and symptoms can be categorized into the following 3 groups: (a) Muscarinic manifestations - increased bronchial secretion, excessive sweating, salivation, and lachrymation; pinpoint pupils, bronchoconstriction, abdominal cramps (vomiting and diarrhea); and bradycardia. (b) Nicotinic manifestations - fasciculation of fine muscles (in severe cases, diaphragm and respiratory muscles also involved); and tachycardia. (c) Central nervous system manifestations- headache, dizziness, anxiety, mental confusion, convulsions, and coma; and depression of respiratory center. All these signs and symptoms can occur in different combinations and can vary in onset and sequence, depending on the chemical, dose, and route of exposure. The duration of symptoms is usually shorter than that observed in organophosphorus poisoning. Mild poisoning might include muscarinic and nicotinic signs only. Severe cases always show central nervous system involvement; the clinical picture is dominated by the respiratory failure sometimes leading to pulmonary edema due to the combination of the above mentioned symptoms. /Carbamate pesticides/|/SIGNS AND SYMPTOMS/ Principal effects /of anticholinesterases as toxic components of insecticides/ on eye, whether from local contact or systemic poisoning, are miosis and spasm of accommodation for near vision. /Anticholinesterases/

Pasteboard stick.|Tech. butoxycarboxim contains the (E)- and (Z)- isomers in a ratio of 85-90:15-10.|Tradenames: 'Plant Pin' (Wacker); ...'Bellasol' (BASF).

The WHO Recommended Classification of Pesticides by Hazard identifies Butoxycarboxim (technical grade) as Class IB: highly hazardous; Main Use: insecticide.

Product analysis by IR spectrometry or by HPLC. Residues determined by GLC of a derivative with TID.

Agrochemicals -> Acaricides, Insecticides