Etoxazole
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Etoxazole
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CAS No:
153233-91-1
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Formula:
C21H23F2NO2
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Chemical Name:
Etoxazole
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Synonyms:
Oxazole,2-(2,6-difluorophenyl)-4-[4-(1,1-dimethylethyl)-2-ethoxyphenyl]-4,5-dihydro-;2-(2,6-Difluorophenyl)-4-[4-(1,1-dimethylethyl)-2-ethoxyphenyl]-4,5-dihydrooxazole;YI 5301;Etoxazole;Baroque;TetraSan;Borneo;Zeal;Yimanzuo
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CAS No:
Description
Pale-yellow liquid when pure or reddish-brown liquid or semisolid as a technical product. Mild odor.
Etoxazole is an organofluorine acaricide.
Etoxazole Basic Attributes
359.41
359.41
604-891-2
DTXSID8034586
White, crystalline powder|Brown granules /End-use/
Characteristics
30.82000
5.85
1.15±0.1 g/cm3(Predicted)
101.5 °C
449.1±45.0 °C(Predicted)
457℃
1.538
Solubility in acetone 300, methanol 90, ethanol 90, cyclohexanone 500, etrahydrofuran 750, acetonitrile 80, ethyl acetate 250, xylene 250, n-hexane 13, n-heptane 13 (all in g/L, 20 deg C)
0-6°C
1.64X10-8 mm Hg at 25 deg C
LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 (96 hr) in Japanese carp: 0.89 mg/l (Ishida)
Musty odor
pH = 6.2 /Technical/
Henry's Law constant = 1.0X10-7 atm-cu m/mol at 25 °C /Estimated/
Hydroxyl radical reaction rate constant = 7.6X10-11 cu cm/molecule-sec at 25 °C /Estimated/
Safety Information
UN 3077 9 / PGIII
3
50/53
60-61
RP6795100
N
No decomposition after 30 day (50 deg C). Stable in alkali.
P261-P273-P304 + P340 + P312-P391-P501
H332-H410
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.
Cannot be mixed with Bordeaux mixture.
California Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries. Available from: http://www.cdpr.ca.gov/docs/toxsums/toxsumlist.htm on Etoxazole (153233-91-1) as of September 30, 2004
|Warning|H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|Aggregated GHS information provided by 214 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
Toxicity
LD50 Rat dermal >2000 mg/kg|LD50 Rat oral >5000 mg/kg|LD50 Mouse oral >5000 mg/kg /Etoxazole technical/ /from table/|LD50 Rat oral 4274 mg/kg /TetraSan 5 WDG Insecticide/ /from table/|LD50 Rat dermal >5000 mg/kg /TetraSan 5 WDG Insecticide/ /from table/
/AQUATIC SPECIES/ The effects of etoxazole were evaluated in freshwater fish Oreochromis niloticus. No changes were observed in the activities of antioxidant enzymes such as superoxide dismutase, catalase, and glutathione peroxidase measured in liver after 1, 7, and 15 days of exposure to sublethal concentrations of 0.2, 0.4, 0.6, 0.8, and 1% of field application rate (134.75 ppm). ...The exposure of fish led to sharp depletion in AChE activity up to 80% while there is no significant alteration in Na+K+-ATPase activity.
Etoxazole's production may result in its release to the environment through various waste streams. Its use as an acaricide(1) will result in its direct release to the environment(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values greater than 5,000(2) indicate that etoxazole is expected to be immobile in soil(SRC). Volatilization of etoxazole from moist soil surfaces is not expected(SRC) given an estimated Henry's Law constant of 1.0X10-7 atm-cu m/mole(SRC), calculated from a vapor pressure of 1.64X10-8 mm Hg(3) and a water solubility of 7.54X10-2 mg/L(3). Etoxazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). The mean of seven half-life values for the biodegradation of etoxazole in a variety of soils was reported as 20.5 days(2).|AQUATIC FATE: Based on a classification scheme(1), Koc values greater than 5,000(2), indicate that etoxazole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.0X10-7 atm-cu m/mole(SRC), calculated from a vapor pressure of 1.64X10-8 mm Hg(4), and water solubility of 7.54X10-2 mg/L(4). According to a classification scheme(5), an estimated BCF of 10,000(SRC), from a log Kow of 5.59(4), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Etoxazole is expected to be biodegraded in water based on a mean half-life of 20.5 days in soil(2). Etoxazole is considered to be degraded under acidic conditions, but stable at pH 7-9(2). This substance was reported to be degraded in approximately 10 days at pH 5(2).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), etoxazole, which has a vapor pressure of 1.64X10-8 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase etoxazole may be removed from the air by wet and dry deposition(SRC).
Etoxazole is considered to be degraded under acidic conditions, but stable at pH 7-9(1). This substance was reported to be degraded in approximately 10 days at pH 5(1).
An estimated BCF of 10,000 was calculated for etoxazole(SRC), using a log Kow of 5.59(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is very high(SRC), provided the compound is not altered physically or chemically once released into the environment.
Measured Koc values for etoxazole have been reported to be greater than 5,000 in seven out of eight soils tested(1). Additional information regarding these values were not provided(1). According to a classification scheme(2), these Koc values suggest that etoxazole is expected to be immobile in soil.
The Henry's Law constant for etoxazole is estimated as 1.0X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 1.64X10-8 mm Hg(1), and water solubility, 7.54X10-2 mg/L(1). This Henry's Law constant indicates that etoxazole is not expected to volatilize from moist soil or water surfaces(2). Etoxazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
Occupational exposure to etoxazole may occur through inhalation and dermal contact with this compound at workplaces where etoxazole is produced or used. (SRC)
Drug Information
A pesticide or chemical agent that kills mites and ticks. This is a large class that includes carbamates, formamides, organochlorines, organophosphates, etc, that act as antibiotics or growth regulators. (See all compounds classified as Acaricides.)
/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
2-(2,6-Difluorophenyl)-4-(4-(1,1-dimethylethyl)-2-ethoxyphenyl)-4,5-dihydrooxazole
Etoxazole Use and Manufacturing
Acaricide.
Trade names: Borneo, Baroque, Secure, Tetrasan, Zoom|Soluble concentrate|Technical is 93-98%.|Types of Formulations: 95.4% technical product, 5.0% water dispersible granular end-use product.
Product and residue analysis by hplc.
Agrochemicals -> Insecticides|Acaricides|Environmental transformation -> Pesticides (parent, predecessor)
Etoxazol has known environmental transformation products that include 2 amino-2-(4-tert-butyl-2-ethoxyphenyl)ethanol, 2 amino-2-(4-tert-butyl-2-ethoxyphenyl)ethyl 2',6'-difluorobenzoate hydrochloride, 4-(4-tert-butyl-2-ethoxyphenyl)-2-(2,6-difluorophenyl)oxazole, and N-(2,6-difluorobenzoyl)-4-tert-butyl-2-ethoxybenzamine.
Computed Properties
Molecular Weight:359.4
XLogP3:5.4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:359.16968530
Monoisotopic Mass:359.16968530
Topological Polar Surface Area:30.8
Heavy Atom Count:26
Complexity:495
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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