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Home > Encyclopedia > 2,4-D Butotyl

2,4-D Butotyl

2,4-D Butotyl structure

2,4-D Butotyl 

structure
  • CAS No:

    1929-73-3

  • Formula:

    C14H18Cl2O4

  • Chemical Name:

    2,4-D Butotyl

  • Synonyms:

    Acetic acid,2-(2,4-dichlorophenoxy)-,2-butoxyethyl ester;Acetic acid,(2,4-dichlorophenoxy)-,2-butoxyethyl ester;Ethanol,2-butoxy-,(2,4-dichlorophenoxy)acetate;Butoxyethyl (2,4-dichlorophenoxy)acetate;2,4-Dichlorophenoxyacetic acid butoxyethanol ester;Planotox;2,4-Dichlorophenoxyacetic acid butoxyethyl ester;2,4-D Butoxyethanol ester;2-Butoxyethyl 2,4-dichlorophenoxyacetate;2,4-D Butoxyethyl ester;Bladex B;2,4-D 2-Butoxyethyl ester;Weedone LV 4;Brush Killer 64;Butoxyethanol ester of 2,4-D;2,4-DBEE;Aqua-Kleen;2,4-D Butotyl;Desormone Lourd D;Desormone 600;2,4-D Butotyl ester;53570-87-9

  • Categories:

    Agrochemicals  >  Herbicides

Description

2,4-Dichlorophenoxyacetic acid is a white to yellow crystalline powder with a slight phenolic odor.

2,4-D Butotyl Basic Attributes

321.2

321.20

217-680-1

Y4OL636NHU

2765

DTXSID1032309

Amber liquid|Viscous, colorless liquid

2918990090

Characteristics

44.8

3.73210

Amber liquid. Odorless when pure.

1.232 g/cm3 @ Temp: 20 °C

Liquid at room temperature

156-162 °C @ Press: 1-1.5 Torr

Greater than 175 deg F (open cup) /2,4-D esters/

1.5110 (estimate)

soluble in oils /2,4-D esters/

Storage temp: Ambient /2,4-D esters/

4.5X10-6 mm Hg @ 25 deg C

Odorless (when pure)

Decomp temp greater than 200 °C at 760 mm Hg|VAP: 40.5% and 60% ester had vap press of 3.64 and 2.67x10-6 mm Hg at 25 °C|/2,4-D esters/ are generally immiscible or insoluble in water, but gradual hydrolysis /SRP: will occur in very alkaline waters/. /2,4-D esters/|Fuel oil-like odor /2,4-D esters/ SRP: Technical product.|SRP: 2,4-D ESTERS ARE SOLUBLE IN NON-POLAR ORGANIC SOLVENTS SUCH AS HEXANE, BENZENE, ACETONE, AND ALCOHOLS. /2,4-D ESTERS/

May attack some forms of plastics /2,4-D esters/

Safety Information

III

6.1(b)

UN 3082

3

22-43-50/53

26-29-36/37-46-60-61

AG7700000

Xn;N,N,Xn

Shelf life of ester formulations varies, depending on the emulsifying system. Some retain satisfactory emulsifying properties after 3 yr. /2,4-D ester formulations/

P273-P280-P501

H302-H317-H410

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U240, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste. /2,4-D, salts and esters/|Group I Containers: Combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) should be disposed of in pesticide incinerators or in specified landfill sites. /Organic or metallo-organic pesticides/|Group II Containers: Non-combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) must first be triple-rinsed. Containers that are in good condition may be returned to the manufacturer or formulator of the pesticide product, or to a drum reconditioner for reuse with the same type of pesticide product, if such reuse is legal under Department of Transportation regulations (eg 49 CFR 173.28). Containers that are not to be reused should be punctured ... and transported to a scrap metal facility for recycling, disposal or burial in a designated landfill. /Organic or metallo-organic pesticides/|Landfill: Recommendable method: Incineration. Not recommendable method: Discharge to sewer. Peer-review: Incinerate at high temp or PCDDs may be formed. /2,4-D/|The following wastewater treatment technologies have been investigated for 2,4-D and related herbicides: Concentration process: Resin adsorption. /2,4-D and related herbicides/

WHO; Environ Health Criteria: 2,4-Dichlorophenoxyacetic Acid (2,4-D) (1984)|Nat'l Research Council Canada; Phenoxyherbicides (1978) NRCC No. 16075|Vet Admin Rev Lit on Herbicides (1981) VA Contract No. V101(93)p-823|Norris LA; The Movement, Persistance, and Fate of the Phenoxy Herbicides and TCDD in the Forest; Residue Rev 77: 65-135 (1981)|Que Hee SS, Sutherland RG; The Phenoxyalkanoic Herbicides. Volume 1: Chemistry, Analysis, and Environmental Pollution. CRC Press, Boca Raton, Florida, 1981.

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P321, P330, P333+P313, P363, P391, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

EXTINGUISH WITH DRY CHEMICALS, FOAM, OR CARBON DIOXIDE. WATER MAY BE INEFFECTIVE. COOL EXPOSED CONTAINERS WITH WATER. /2,4-D ESTERS/

Avoid contact with eyes, skin, and clothing. Avoid inhalation. /2,4-D pesticides/|Read label before applying. Do not contaminate irrigation ditches or water used for domestic purposes. ... Do not allow chemical to be applied to adjacent shoreline vegetation. Do not reuse empty container. ... Do not burn /empty container/. /2,4-D pesticides/|Smoking, eating, and drinking before washing should be absolutely prohibited when any pesticide ... is being handled or used. /Pesticides/|/When/ cleaning glassware and spray equipment: wash thoroughly with water and detergent soln. Alcohol or ketone type solvents may be used with ester formulations. Preferably, equipment should not be used for application of other pesticides or fertilizers. /2,4-D ester formulations/|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

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.

Acute eye or skin irritation ... has been reported in agricultural and forestry workers following occupational exposure. /2,4-D herbicides/|Irritating to skin and eyes. /2,4-D esters/

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 10 mg/cu m. /2,4-D/

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 mg/cu m. /2,4-D/

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. 2,4-D Butoxyethyl ester is included on this list.

D016; A waste containing 2,4-D (such as 2,4-D butoxyethyl ester) may or may not be characterized as a hazardous waste following testing by the Toxicity Characteristic Leaching Procedure as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations.|U240; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate. /2,4-D, salts and esters/

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b). /2,4-D, salts and esters/

D016; A solid waste containing 2,4-D (such as 2,4-D butoxyethyl ester) may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste.|U240; As stipulated in 40 CFR 261.33, when 2,4-D acid, salts & esters as commercial chemical products or manufacturing chemical intermediates or off-specification commercial chemical products or manufacturing chemical intermediates, become wastes, they must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is 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). /2,4-D, salts and esters/

South Central Washington (8 sites): ranges of daily 24-hr monitoring were 30-90 and 0-30 ng/cu m for aerosols and vapor phase forms of 2,4-D butoxyethyl ester, respectively, in May - June 1973 and 20-70 and 0-780 ng/cu m for aerosol and vapor phase forms, respectively, in April - June 1974(1). Reults from the National Air Pesticides Monitoring Program which covered selected areas in 14-16 states during 1970-72 were: 2497 samples, 10.53% were positive with 4.1, 33.2, and 205.2 ng/cu m being the mean, mean of positives, and maximum values, respectively(2). All 16 states surveyed had detectable levels of 2,4-D butoxyethyl ester in one or more of the years(2).|URBAN/SUBURBAN: The mean concentrations of 2,4-D butoxyethyl ester in Jacksonville, FL in spring 1987 and winter 1988 were 0 and 8 ng/cu m, respectively(1). The average daily concentration for Jacksonville was 1.1 ng/cu m(1). The mean concentrations of 2,4-D butoxyethyl ester in Springfield/Chicopee, MA in spring 1987 and winter 1988 were 0 and 0 ng/cu m, respectively(1).|INDOOR: The mean concentrations of 2,4-D butoxyethyl ester in Jacksonville, FL in spring 1987 and winter 1988 were 0 and 2.5 ng/cu m, respectively(1). The mean concentrations of 2,4-D butoxyethyl ester in Springfield/Chicopee, MA in spring 1987 and winter 1988 were 2.1 and 0 ng/cu m, respectively(1).

Toxicity

LD50 Rat male oral 940 mg/kg|LD50 Rabbit percutaneous in the range of 4000 mg/kg|LD50 Chicks 4-week old oral. Acid equivalent was 588 mg/kg.|LD50 Rat oral 831 mg/kg

2,4-D butoxyethyl's production may result in its release to the environment through various waste streams; it's use as a herbicide(1) will result in its direct release to the environment(SRC).

Various amounts of 2,4-D products applied to a target area may be distributed in the general environment, within a few hours or days, by the movements of air, water, or soil, particularly during periods of rain, high winds, or high temperature. Persistence or accumulation of 2,4-D residues from normal use is occasionally possible, mainly under dry or cold conditions where there is little biological activity. /2,4-D products/|AQUATIC FATE: Persistence in aquatic systems depends on the water type, organic particulate matter, rain, sunlight, temperature, microbial degradation, volatilization, and oxygen content of the water. Accumulation in bottom sediments may also be a factor, but in general, not for the phenoxys. Microbial activity is the major means for detoxification of the phenoxys in soils, but is relatively unimportant in natural waters, but dominates in bottom mud sediments and in sludge.|TERRESTRIAL FATE: From limited data available, it may be concluded that any phenoxy herbicide, whether applied as ester ... formulations, may be chemically transformed to the same phenoxyalkanoic anion in soil and water at rates dependent on pH. These anions would presumably reassociate with a variety of inorganic cations present in the soil to maintain electrical neutrality, and then undergo leaching and biological degradation. /Phenoxy esters/|TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,100(SRC), determined from a water solubility of 12 mg/l(2) and a regression-derived equation(3), indicates that 2,4-D butoxyethyl ester is expected to have low mobility in soil(SRC). Volatilization of 2,4-D butoxyethyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 4.5X10-6 mm Hg(4), and water solubility(2). 2,4-D butoxyethyl ester is not expected to volatilize from dry soil surfaces(SRC) based upon a its vapor pressure(4). Half-lives obtained from batch cultures of grab samples using periphyton ecosystems taken from 4 field sites ranged from 0.4 to 3 hr(5), indicating that biodegradation in soil may be an important environmental fate process(SRC).|For more Environmental Fate (Complete) data for 2,4-D BUTOXYETHYL ESTER (7 total), please visit the HSDB record page.

Calculated sunlight photolysis half-lives of butoxyethyl ester, at latitude 34 deg N ranged from 59 hr in summer to 430 hr in winter ...|The hydrolysis half-life of the butoxyethyl ester at 25 °C incr from 9 hr at pH 8 to more than 1 yr at pH 5.|/2,4-D esters, irradiated with wavelengths longer than 290 nm/ in organic solvents or at high concentrations in water, ... yielded ... 2-, and 4-chlorophenoxyacetic acid esters. Ester photolysis rates were also found to be pH independent. /2,4-D esters/|Sunlight falling on the earth's surface is composed of wavelengths greater than about 280 nm ... phenoxy herbicides have an ultraviolet absorption maxima in water in the 280-290 nm range, they ... can absorb radiation and be photochemically degraded. /Phenoxy herbicides/|For more Environmental Abiotic Degradation (Complete) data for 2,4-D BUTOXYETHYL ESTER (10 total), please visit the HSDB record page.

Channel catfish, and bluegills exposed to radiolabeled 2,4-D butoxyethyl ester rapidly took up the chemical showing maximum concentrations within 1 to 2 hr exposure for fed fish and 2 to 6 hr for fasted fish(1). Measured BCFs of 7-55 and 20-55 were obtained for fed and fasted fish, respectively(1). According to a classification scheme(2), these BCF values suggest the potential for bioconcentration in aquatic organisms is low to moderate(SRC). The fish convert the ester to the free acid which is rapidly excreted; residues in most tissues and organs declined and exponentially approached negligible concentrations(1).

The Koc of 2,4-D butoxyethyl ester is estimated as 1,100(SRC), using a water solubility of 12 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,4-D butoxyethyl ether is expected to have low mobility in soil.

The Henry's Law constant for 2,4-D, butoxyethyl ester is estimated as 1.6X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 4.5X10-6 mm Hg(1), and water solubility, 12 mg/l(2). This Henry's Law constant indicates that 2,4-D butoxyethyl ester is expected to be essentially nonvolatile from water surfaces(3). 2,4-D butoxyethyl ester is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

2,4-D and its derivatives can be absorbed via the oral, dermal, and inhalation routes. General population exposure is mainly by the oral route, but under occupational and bystander exposure conditions, the dermal route is by far the most important. /2,4-D and its derivatives/|Occupational exposure to 2,4-D butoxyethyl ester may occur through inhalation and dermal contact with this compound at workplaces where 2,4-D butoxyethyl ester is produced or used. Agricultural workers may be exposed to 2,4-D butoxyethyl ester during spraying operation using herbicides containing the chemical. Exposure will be mainly by inhalation and dermal contact. Monitoring data indicate that the general population may be exposed to 2,4-D butoxyethyl ester via inhalation of spray drift in areas adjacent to spraying. (SRC)

The mean concentrations of 2,4-D butoxyethyl ester in personal air samples of residents of Jacksonville, FL in spring 1987 and winter 1988 were 0 and 3.5 ng/cu m, respectively(1); in Springfield/Chicopee, MA in spring 1987 and winter 1988 the mean concentrations were 0 and 0 ng/cu m, respectively(1).

Drug Information

Leaves absorb nonpolar (ester) forms most readily. ... The esters of 2,4-D tend to resist washing from plants and are rapidly converted to the acid by the plants. ... Following foliar absorption, 2,4-D translocates within the phloem, probably moving with food material. Following root absorption, it may move upward in the transpiration stream. Translocation is influenced by the growth status of the plant. Accumulation of the herbicide occurs principally at the meristematic regions of shoots and roots. /2,4-D and its esters/

Plants hydrolyze 2,4-D esters to 2,4-D, which is the active herbicide. ... Further metabolism ... occurs through three mechanisms, namely, side chain degradation, hydroxylation of the aromatic ring, and conjugation with plant constituents. /2,4-D esters/|HERBICIDAL ACTIVITY OF ESTERS, NITRILES, AMINES (&, OF COURSE, SALTS) APPEARS SIMILAR IF NOT IDENTICAL TO PARENT ACID. THIS IS APPARENTLY DUE TO PRESENCE OF HYDROLYTIC ENZYMES IN PLANTS & IN SOIL MICROORGANISMS THAT CONVERT THESE DERIVATIVES TO PARENT ACID. /2,4-D ESTER/|2,4-D ESTERS ARE HYDROLYZED IN ANIMALS. THE PHENOXY ACIDS ARE EXCRETED PREDOMINANTLY AS SUCH IN THE URINE OF RATS AFTER THEIR ORAL ADMIN, ALTHOUGH MINOR PORTION IS CONJUGATED WITH AMINO ACIDS GLYCINE & TAURINE & WITH GLUCURONIC ACID. /2,4-D AND ESTERS/|Metabolites of 2,4-D other than conjugates have not been detected in human urine.

THESE HERBICIDES DO NOT ACCUM IN ANIMALS. THEY ARE NOT EXTENSIVELY METAB BUT ARE ACTIVELY EXCRETED INTO THE URINE ... THEIR PLASMA HALF-LIFE IN MAN IS ABOUT 1 DAY. /CHLOROPHENOXY COMPOUNDS/

... /CHLOROPHENOXY CMPD INCL 2,4-D ESTERS/ EXERT THEIR HERBICIDAL ACTION BY ACTING AS GROWTH HORMONES IN PLANTS. /CHLOROPHENOXY COMPOUNDS/

SIXTEEN SAMPLES OF 2,4-D, AS ESTERS AND AMINE SALTS, WERE ANALYZED FOR CHLORINATED DIBENZO-P-DIOXINS. DI-, TRI-, & TETRA-CHLORODIBENZO-P-DIOXINS WERE IDENTIFIED. ESTER FORMULATIONS SHOWED MUCH HIGHER LEVELS OF CONTAMINATION THAN AMINE. /2,4-D ESTERS AND AMINE SALTS/|Various esters, salts & mixtures with other herbicides have been marketed by many companies over the past 40 years. ... A sequestering agent is included in commercial formulations to prevent precipitation of calcium or magnesium salts by hard water.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. 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. Administer activated charcoal ... . Monitor body temperature and treat if necessary. /Chlorophenoxy herbicides and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with lactated Ringer's /SRP: "To keep open", minimal flow rate/. Titrate to maintain adequate urine flow. Watch for signs of fluid overload. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if hypotensive without signs of hypovolemia ... . Treat seizures with diazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Chlorophenoxy herbicides and related compounds/|Alkaline diuresis should be used to treat acute poisoning with chlorophenoxy herbicides or ioxynil in the presence of coma or other poor prognostic indicators, such as acidemia, or if plasma total chlorophenoxy concentrations are 0.5 g/l or more.

IN THREE HUMAN BEINGS, ABSORPTION OF AN UNSPECIFIED ESTER OF DICHLOROPHENOXYACETIC ACID THROUGH SKIN CAUSED POLYNEURITIS, BUT WITH NO DISTURBANCE OF EYES OR VISION. /2,4-D ESTER/|SUBJECTIVE CLINICAL SYMPTOMS REPORTED AMONG WORKERS USING VARIOUS ESTERS & SALTS OF 2,4-D INCL RAPID FATIGUE, HEADACHE, LOSS OF APPETITE & PAIN IN THE REGION OF THE LIVER & STOMACH. SENSITIVITY TO TASTE & SMELL WAS LOWERED. /2,4-D ESTERS AND SALTS/|The chlorophenoxy herbicides have produced contact dermatitis in man ... /Chlorophenoxy compounds/|IN THE BODY, THE ... ESTERS OF CHLOROPHENOXY COMPOUNDS ARE HYDROLYZED FAIRLY RAPIDLY SO THAT THE MAMMALIAN TOXICITY OF EACH COMPOUND DEPENDS MAINLY ON THE ACID INVOLVED. /CHLOROPHENOXY HERBICIDES/

2,4-dichlorophenoxyacetic acid butoxyethyl ester

2,4-D Butotyl Use and Manufacturing

Methods of Manufacturing

/2,4-D/ esters are formed by acid-catalyzed esterification with azeotropic distillation of water ... or by a direct synthesis in which the appropriate ester of monochloroacetic acid is reacted with dichlorophenol to form the 2,4-D ester. /2,4-D esters/

Uses

For 2,4-D butoxyethyl ester (USEPA/OPP Pesticide Code: 030053) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./|Herbicide

Production

(1978) 2.19X10+10 G-DEMAND (2,4-D INCL ESTERS & SALTS)|(1982) 2.05X10+10 G-DEMAND (2,4-D INCL ESTERS & SALTS)

USEPA/OPP Pesticide Code 030053; Trade Names: Aqua-kleen, Bladex-B, Brush killer 64, Planotox, Weedone LV4, Crossbow, component of (with 1116004).|Emulsifiable concentrate; granular|Farmco DLV-600, 600 g/l active ingredient emulsifiable concentrate.|Weedone 638 (mixture of free 2,4-D acid & 2,4-D butoxyethyl ester)|For more Formulations/Preparations (Complete) data for 2,4-D BUTOXYETHYL ESTER (21 total), please visit the HSDB record page.

... /2,4-D/ butoxyethanol ester was discovered by WW Allen and patented as such under US Patent No 2,543,397, assigned to Union Carbide /2,4-D/|Chlorophenoxy herbicides are applied alone or as mixtures with other herbicides, in solutions, dispersions, or emulsions in water &/or oil, using equipment that produces large droplets to avoid spray drift. /Chlorophenoxy herbicides/|Ester formulations may be used in relatively hard water ... emulsion compatibility test should be made before using with other pesticides or fertilizers. /2,4-D/|New Zealand: The spraying of phenoxyherbicides is restricted within prescribed distances of vineyards. /Phenoxyherbicides/|For more General Manufacturing Information (Complete) data for 2,4-D BUTOXYETHYL ESTER (6 total), please visit the HSDB record page.

HIGH PERFORMANCE LIQ CHROMATOGRAPHY EVALUATED FOR DETERMINING HERBICIDE IN NON-FATTY FOODS.|Whole Plants: Macerate plant tissue with water. Add 0.6 M sodium hydroxide. Reflux or heat on a steam bath. Filter and wash the filter cake with water. Combine the filtrates. Suspend the filter cake in 2 M hydrochloric acid. Reflux or heat on a steam bath. Extract with equal volumes of ether (x3). Combine these with the filtrate. The above acid hydrolysis is done in case there are conjugates resistant to alkaline hydrolysis. The recovery of the above using only the alkaline hydrolysis was greater than 89 to 92% with (14)C-labeled material. ... Continue with a liquid /liquid cleanup, followed by electron capture/gas chromatography quantitiation ... using a pyrex column ... packed with 1:1 10% DC 200/15% QF-1 on 80/100 mesh Chromosorb W (AW-DMCS). The injector, column, and (63)Ni electron capture detector temperatures are 220, 195, and 220 °C, respectively. The flow rate of nitrogen carrier is 80 ml/min. /2,4-D and esters or salts of 2,4-D/|Water: Filter out any particulate matter. Take a 1-l or smaller volume sample. Saturate with sodium chloride. Adjust the pH to < 2 with hydrochloric acid. Extract with acetonitrile (5 x 500 ml). Adjust the saline solution to > pH 13 and extract with diethyl ether (3 x 500 ml). Reacidify to < pH 2 with hydrochloric acid and extract with acetonitrile (5 x 500 ml). Extraction is approximately 99% efficient. ... Continue with a liquid/liquid cleanup, followed by electron capture/gas chromatography quantitation ... using a pyrex column ... packed with 1:1 10% DC 200/15% QF-1 on 80/100 mesh Chromosorb W (AW-DMCS). The injector, column, and (63)Ni electron capture detector temperatures are 220, 195, and 220 °C; respectively. The flow rate of nitrogen carrier is 80 ml/min. /2,4-D and esters or salts of 2,4-D/|Mass spectra: intense parent ion (P)= 162; intense P-glyoxal= 220. /SRP: Either can be used for specific ion monitoring/|For more Analytic Laboratory Methods (Complete) data for 2,4-D BUTOXYETHYL ESTER (14 total), please visit the HSDB record page.

Fat Samples: Dissolve sample in hot ethanol; reflux for 1 hr, and chill. Add 0.1 N sodium hydroxide. Extract with diethyl ether. ... Continue with a liquid/liquid cleanup, followed by electron capture/gas chromatography quantitation ... using a pyrex column ... packed with 1:1 10% DC 200/15% QF-1 on 80/100 mesh Chromosorb W (AW-DMCS). The injector, column, and (63)Ni electron capture detector temperatures are 220, 195, and 220 °C, respectively. The flow rate of nitrogen carrier is 80 ml/min.|Plasma: This is based on the method for the drug Clofibrate. Add enough hydrochloric acid to the sample for pH < 2. Extract with equal volumes of ether (x3). To measure the 2,4-D in complex form, add aqueous sodium hydroxide to the aqueous layer and ... continue with a liquid/liquid cleanup, followed by electron capture/gas chromatography quantitation ... using a pyrex column ... packed with 1:1 10% DC 200/15% QF-1 on 80/100 mesh Chromosorb W (AW-DMCS). The injector, column, and (63)Ni electron capture detector temperatures are 220, 195, and 220 °C; respectively. The flow rate of nitrogen carrier is 80 ml/min.|Metabolites: This is a general method recommended by McLeod and Wales. Reflux 5 g of tissue for 1 hr with 19 ml of benzene and separate the supernatant from particulates by filtration through a medium-porosity fritted glass funnel via negative pressure. Re-extract the particulate matter again with fresh 10 ml (19:1) acetone/benzene. Combine the filtrates and concentrate to 25 ml. Use the low-temperature bath apparatus as laid out by McLeod and Wales. Further characterization of the actual metabolites has not been accomplished. There is much room for further separation technology.|In General: Renberg's method is simple, but not very quantitative (70 to 82% at 1 to 3 ppm). Homogenize 5 g of tissue in (5 ml of hexane + 10 ml of acetone), eg, with an insertable homogenizer in a dropping funnel with a glass filter disc. Drop the liquid into 1 M hydrochloric acid (5 ml) (use N2 pressure if necessary) in a separatory funnel. Homogenize again with 10 ml of hexane + 5 ml of diethyl ether. Transfer the upper phase to the separatory funnel, shake, and transfer the upper phase to a centrifuge tube. Reextract the aqueous phase with 2 ml/2 ml of diethyl ether/hexane (x2). Combine the extracts in the centrifuge tube. Add sodium sulfate (100 to 300 mg) and centrifuge. Transfer the supernatant to a weighed flask, rinse the sodium sulfate with diethyl ether (3 x 2 ml), combine the washings and supernatant, evaporate the solvent, and calculate the fat content. Dissolve the residue in benzene (1 ml/25 mg fat). Take 3 ml of this and add 3 ml of 0.1 M sodium hydroxide solution. Shake for 5 min and remove the benzene phase. Continue with one of the following methods: 1) a liquid/liquid cleanup, followed by electron capture/gas chromatography quantitation ... using a pyrex column ... packed with 1:1 10% DC 200/15% QF-1 on 80/100 mesh Chromosorb W (AW-DMCS). The injector, column, and (63)Ni electron capture detector temperatures are 220, 195, and 220 °C; respectively. The flow rate of nitrogen carrier is 80 ml/min. 2) an ion exchange clean up in 0.1 M sodium hydroxide.|Muscle, Liver, and Kidney: This is based on the method of Clark et al, who achieved 88 to 93% recoveries for 2,4-D, 2,4,5-T, and Silvex. Freeze-dry the thawed samples, then homogenize with hot ethanol, and reflux for 1 hr. Filter out the solids and chill the ethanol filtrate in an ice bath. Filter the precipitated fat from the chilled solution. Wash with chilled ethanol. Evaporate the alcohol filtrate. Digest the rest of the solid residue for 2 hr with papain at pH 5.0 and 55 °C. Extract with equal volumes of ether (x3). ... Continue with a liquid/liquid cleanup, followed by electron capture/gas chromatography quantitation ... using a pyrex column ... packed with 1:1 10% DC 200/15% QF-1 on 80/100 mesh Chromosorb W (AW-DMCS). The injector, column, and (63)Ni electron capture detector temperatures are 220, 195, and 220 °C; respectively. The flow rate of nitrogen carrier is 80 ml/min. An ion exchange cleanup can be utilized if 3 ml of 0.1 M sodium hydroxide is added with evaporation of the ether layer to 3 ml.

HERBICIDES

Computed Properties

Molecular Weight:321.2
XLogP3:4.2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:10
Exact Mass:320.0582144
Monoisotopic Mass:320.0582144
Topological Polar Surface Area:44.8
Heavy Atom Count:20
Complexity:276
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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