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Bromacil

HCID 9411
NotizenReaktionen
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
314-40-9
Standard-SMILES
CCC(C)n1c(=O)[nH]c(C)c(Br)c1=O
InChIKey
CTSLUCNDVMMDHG-UHFFFAOYSA-N
Summenformel
C9H13BrN2O2
Durchschnittliche Molmasse
261,12 g/mol
Monoisotopische Masse
260,01603976

Überblick

Bromacil appears as colorless to white odorless crystalline solid. Used as an herbicide. Commercially available as a wettable powder or in liquid formulations. (NIOSH, 2024)

Namen und Bezeichner

Bevorzugter Name
Bromacil
IUPAC
5-bromo-3-butan-2-yl-6-methyl-1H-pyrimidine-2,4-dione
Lokaler Name
Bromacil
Englischer Name
Bromacil
Summenformel
C9H13BrN2O2
Molmasse
261.12

Namen und Synonyme

BROMACIL314-40-9UraganHyvar XBorea5-Bromo-3-sec-butyl-6-methyluracilUrox BBorocilCynoganHyvarexBromaxUragon
Weitere Namen anzeigen
RouthiborHyvaruroxbNalkiluroxha
IstemulUrox haUrox HXHyvar-X Weed KillerHyvar-xl Weed KillerKrovar I Weed KillerRout G-8Krovar II Weed Killer

Datenbank-Bezeichner

CAS
314-40-9
PubChem CID
9411
DTXSID
DTXSID4022020
ChEMBL
CHEMBL1877125
ChEBI
CHEBI:83658
UNII
I048FFR2J0
EC Number
206-245-1
Nikkaji
J8.594D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,1
Polarare Oberfläche (TPSA)
49,4 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
2
Schwere Atome
14
Formalladung
0
Komplexität
312

Experimentelle und physikochemische Eigenschaften

Pesticides · 6 Einträge

Herbicides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Herbicides, Other

Herbicides

Pesticide (Bromacil) -> USDA PDB

Pesticide and(or) Waste-water effluent contaminant

LogP · 3 Einträge

log Kow = 2.11

1.88-2.11

1.33

OdorOdorless
Density · 5 Einträge

1.55 (NIOSH, 2024) - Denser than water; will sink

1.55 g/cu cm at 25 °C

1.55 g/cm³

1.55

1.55

Color/Form · 3 Einträge

White crystalline solid

White to light-tan crystalline solid

Colorless to white, crystalline solid [Note: Commercially available as a wettable powder or in liquid formulations]

Solubility · 6 Einträge

0.08 % at 77 °F (NIOSH, 2024)

SPARINGLY SOL IN HYDROCARBONS

Moderately soluble in strong aqueous bases

Soluble in 3% aqueous NaOH

In n-hexane 0.023 toluene 3.0, acetonitrile 4.65, acetone 11.4, methylene chloride 12.0 (all in g/100 mL, 20 °C)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 2.5% (3 of 121) of reports.

Warning

H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 121 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: Active Update: 17-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26639

Bromacil: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - 2,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-3-(1-methylpropyl)-: Human health tier I assessment
Fire HazardsNot combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.
Fire PotentialActive ingredient and dry formulations are non-flammable; the liquid formulation (HYVAR-XL) is a combustible mixture which should be kept away from heat and open flame.
Health HazardsExcerpt from NIOSH Pocket Guide for Bromacil:
Hazards SummaryBromacil is classified as practically nontoxic in dry form, moderately toxic in liquid form. [EXTOXNET]
Reactive Group

Chemie und Industrie

Pharmakologische Informationen

Mechanism of ActionBROMACIL HAS BEEN SHOWN TO BE A POTENT & SPECIFIC INHIBITOR OF PHOTOSYNTHESIS.
Metabolism/Metabolites · 3 Einträge

Metabolic studies were conducted with rats given single (low and high) and multiple (low) doses of radiolabelled bromacil. ... Bromacil was absorbed readily from the gastrointestinal tract, extensively metabolized (primarily by hydroxylation at the 6-methyl position and on the sec-butyl moiety), and rapidly excreted. The hydroxylated metabolites were eliminated as glucuronide conjugates. ... The major metabolite of bromacil in the urine of rats was 5-bromo-6-hydroxymethyl-3-sec-butyluracil. Trace levels of the parent compound and two other (unidentified) metabolites were excreted in the urine.

Male rats ... maintained for 1 month on diet ... /of/ 1250 ppm of bromacil. Urine was collected ... and analyzed. ... Metabolites ... isolated: 5-bromo-3-sec-butyl-6-hydroxymethyluracil; 5-bromo-3-(2-hydroxy-1-methyl-propyl)-6-methyluracil; 5-bromo-3-(2-hydroxy-1-methylpropyl)-6-hydroxymethyluracil; 3-sec-butyl-6-hydroxymethyluracil; 5-bromo-3-(3-hydroxy-1-methylpropyl)-6-methyluracil; 3-sec-butyl-6-methyluracil; and unidentified bromine-containing compound of molecular wt 339.

Bromacil ... /is/ metabolized in rodents by side-chain oxidation.

MeSH Pharmacological Classification · 3 Einträge

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE.

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079)

Agents that are used to stimulate appetite. These drugs are frequently used to treat anorexia associated with cancer and AIDS.

Absorption, Distribution and Excretion

Zugehörige Reaktionen

6
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 3624
HRID 3624als Produktuspto-grants-1998_03
Reaktionsgleichung von HRID 248858
HRID 248858als Produktuspto-grants-1993_05
Reaktionsgleichung von HRID 256761
HRID 256761als Produktuspto-grants-1993_11
Reaktionsgleichung von HRID 488341
HRID 488341als Produktuspto-grants-1994_03
Reaktionsgleichung von HRID 1529833
HRID 1529833als Eduktuspto-grants-2015_07
Reaktionsgleichung von HRID 1608879
HRID 1608879als Produktuspto-grants-1995_03

Notizen zur Verbindung

Wird geladen…

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For more Solubility (Complete) data for BROMACIL (6 total), please visit the HSDB record page.

CorrosivityNon-corrosive
Boiling Point · 3 Einträge

Sublimes (NIOSH, 2024)

sublimes

Sublimes

Decomposition · 2 Einträge

... Decomposes slowly in strong acids.

When heated to decomp it emits very toxic fumes of /hydrogen bromide and nitrogen oxides/.

Melting Point · 5 Einträge

317 °F (Sublimes) (NIOSH, 2024)

158 °C

158-160 °C

317 °F (sublimes)

317 °F (Sublimes)

Vapor Pressure · 6 Einträge

0.0008 mmHg at 212 °F (NIOSH, 2024)

0.00000031 [mmHg]

4.1X10-2 mPa /3.07X10-7 mm Hg/ at 25 °C

Vapor pressure at 25 °C: negligible

0.0008 mmHg at 212 °F

(212 °F): 0.0008 mmHg

Physical Description · 5 Einträge

Bromacil appears as colorless to white odorless crystalline solid. Used as an herbicide. Commercially available as a wettable powder or in liquid formulations. (NIOSH, 2024)

Odorless, colorless to white, crystalline solid. [herbicide] [Note: Commercially available as a wettable powder or in liquid formulations.]; [NIOSH]

COLOURLESS-TO-WHITE CRYSTALS.

Odorless, colorless to white, crystalline solid.

Odorless, colorless to white, crystalline solid. [herbicide] [Note: Commercially available as a wettable powder or in liquid formulations.]

Physikochemische Eigenschaften

Schmelzpunkt
157 · 157-160°C
Dichte
1.55 · 1.55
Dampfdruck
0 Pa · 0Pa at 25℃
Brechungsindex
1.541 · 1.5410 (estimate)
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
DMSO: Soluble,Methanol: Slightly Soluble
pka
8.79 · 8.79±0.40(Predicted)
Aggregatzustand
Solid
Farbe
White, tan
Wasserlöslichkeit
0.71 g/L · 0.71g/L(25 ºC)
Merck
13 · 13,1365
BRN
6804755 · 6804755
Henry's Law Constant
7.6 · 7.6×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stabilität
Stable. Incompatible with strong acids, strong oxidizing agents.
Major Application
agricultureenvironmental
InChI
1S/C9H13BrN2O2/c1-4-5(2)12-8(13)7(10)6(3)11-9(12)14/h5H,4H2,1-3H3,(H,11,14)
InChIKey
CTSLUCNDVMMDHG-UHFFFAOYSA-N
SMILES
CCC(C)N1C(=O)NC(C)=C(Br)C1=O
LogP
1.71 at · 1.71 at 23℃
CAS Datenbank
314 · 314-40-9(CAS DataBase Reference)
NIST chemische Informationen
Bromacil(314-40-9)
EPA chemische Informationen
Bromacil (314-40-9)
Amides and Imides
Special Reports · 1 Eintrag

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Bromacil, EPA 738-R-96-013 (August 1996). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of January 26, 2012: http://www.epa.gov/pesticides/reregistration/status.htm]

FIFRA Requirements · 3 Einträge

Tolerances are established for residues of the herbicide bromacil (5-bromo-3-sec-butyl-6-methyluracil) in or on the following food commodities: [Table#3208]

Based on the reviews of the generic data for the active ingredients in this case, the Agency has sufficient information on the health effects of bromacil and its lithium salt, but has certain limitations on their potential for causing adverse effects in fish and wildlife and the environment. The Agency has determined that bromacil products, if labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks of adverse effects to humans or the environment. Under the Food Quality Protection Act of 1996, the Agency has determined that there is a reasonable certainty that no harm will result to infants and children or to the general population from aggregate exposure to bromacil. Therefore, the Agency concludes that products containing bromacil for all uses are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Bromacil is found on List A, which contains most pesticides that are used on foods and, hence, have a high potential for human exposure. List A consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA '88. Case No: 0041; Pesticide type: herbicide; Registration Standard Date: 09/30/82; Case Status: RED Approved 09/96; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Bromacil; Data Call-in (DCI) Date(s): 09/30/91, 03/26/97; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI.

OSHA StandardsVacated 1989 OSHA PEL TWA 1 ppm (10 mg/cu m) is still enforced in some states.
Reactivity ProfileBROMACIL is incompatible with the following: Strong acids (decomposes slowly), oxidizers, heat, sparks, open flames (NIOSH, 2024).
Chemical DangersDecomposes on heating. This produces toxic fumes including hydrogen bromide and nitrogen oxides. Decomposes on contact with acids or oxidants.

Sicherheit und Schutzausrüstung

Fire FightingIn case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures · 4 Einträge

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Give one or two glasses of water to drink. Refer for medical attention .

First Aid · 2 Einträge

Excerpt from NIOSH Pocket Guide for Bromacil:

(General first aid procedures)

Safe StorageKeep in a well-ventilated room. Separated from strong oxidants and strong acids.
Firefighting HazardsUnder severe dusting conditions, this material may form explosive mixtures in air. /DuPont Hyvar X Herbicide/
Fire Fighting Procedures · 2 Einträge

Bromacil may be ignited by heat or open flame. ... Use dry chemical, carbon dioxide, water spray, or foam extinguishers. ... From a secure, explosion-proof location, use water spray to coll exposed containers. ...

In the event of fire, wear self-contained breathing apparatus. Use personal protective equipment. (On small fires) If area is heavily exposed to fire and if conditions permit, let fire burn itself out since water may increase the area contaminated. Cool containers/tanks with water spray. Dike off area to prevent runoff and contamination of water sources. /DuPont Hyvar X Herbicide/

Storage Conditions · 3 Einträge

Do not contaminate water, other pesticides, fertilizer, food or feed in storage. Store in original container. Keep tightly closed in a dry, cool and wellventilated place. Keep out of the reach of children. /DuPont Hyvar X Herbicide/

Exposure of water-soluble formulations to air can cause some loss of water solubility.

Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water. /Residential users/

Cleanup Methods · 4 Einträge

Remove all ignition sources. Absorb liquid containing Bromacil in vermiculite, dry sand, earth, or similar material. Collect powdered material in the most convenient and safe manner adn deposit in sealed containers. Ventilate area of spill or leak after clean-up is complete. ...

Sweep up and shovel into suitable containers for disposal. If spill area is on ground near valuable plants or trees, remove top 2 inches of soil after initial cleanup. /DuPont Hyvar X Herbicide/

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label./Residential users/

After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash. /Residential users/

Disposal Methods · 5 Einträge

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Bromacil should be incinerated in a unit operating at 850 °C equipped with off gas scrubbing equipment.

Do not contaminate /receiving/ water when cleaning equipment or disposing of equipment washwaters or rinsate. /DuPont Hyvar X Herbicide/

For more Disposal Methods (Complete) data for BROMACIL (7 total), please visit the HSDB record page.

Spillage Disposal · 1 Eintrag

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Preventive Measures · 5 Einträge

Use this product only in accordance with its labeling and with the Worker Protection Standard, 40 CFR part 170. /DuPont Hyvar X Herbicide/

Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. /DuPont Hyvar X Herbicide/

/Restricted entry interval (REI) of 12 hours/ PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil, or water, is: Coveralls. Chemical Resistant Gloves made of any waterproof material. Shoes plus socks. /DuPont Hyvar X Herbicide/

Users should: Wash hands before eating, drinking, chewing gum, using tobacco or using the toilet. /DuPont Hyvar X Herbicide/

For more Preventive Measures (Complete) data for BROMACIL (19 total), please visit the HSDB record page.

Eye PreventionWear safety goggles.

Toxikologische Informationen

Target OrgansEyes, skin, respiratory system, thyroid
Ecotoxicity Values · 5 Einträge

LC50; Species: Coturnix japonica (Japanese quail) diet >5,000 ppm for 5 days

LC50; Species: Anas platyrhynchos (Mallard Duck); diet >10000 ppm for 8 days

LC50; Species: Colinus virginianus (Northern Bobwhite Quail); diet >10000 ppm for 8 days

LD50; Species: Colinus virginianus (Northern Bobwhite Quail) age 21 weeks; oral via capsule 2250 mg/kg

For more Ecotoxicity Values (Complete) data for BROMACIL (34 total), please visit the HSDB record page.

Environmental Fate · 5 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1) Koc values ranging from 12(2) to 126(3) indicate that bromacil is expected to have very high to high mobility in soil(SRC). The pKa of bromacil is 9.30(4), indicating that this compound will exist partially in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of bromacil from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-10 atm-cu m/mole(SRC), based upon its vapor pressure, 3.07X10-7 mm Hg(6), and water solubility, 815 mg/L(7). Bromacil is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(6). The mineralization half-lives in loamy sand and mucky peat soils were estimated to range from 5,429 to 46,200 days(8), indicating that biodegradation is not an important environmental fate process in soil(SRC).

TERRESTRIAL FATE: Bromacil is relatively persistent in soil. The US Dept of Agric's Pesticide Properties Database lists a soil half-life of 60 days for bromacil(1). In a laboratory study using a sandy loam soil and saturated soil conditions, bromacil had an observed half-life of 144-198 days(2). In an apple orchard study where bromacil was applied annually for 6-7 yrs, bromacil had an apparent half-life of approximately 8 months(3). In field plots treated with 4 lb bromacil per acre, bromacil had a half-life of 5 to 6 months(4); identified metabolites included 5-bromo-3-sec-butyl-6-hydroxymethyl uracil, 5-bromo-3-(2-hydroxy-1-methylpropyl)-6-methyluracil, and 5-bromo-3-(3-hydroxy-1-methylpropyl)-6-methyluracil(4). Degradation of 31-65% was observed in six soils after incubation for 6 months under laboratory conditions(5). Laboratory half-lives of 4-5 months were determined for a loam soil at temperatures of 13.2 and 31.2 °C(6); faster degradation occurred at warmer temperatures(6).

TERRESTRIAL FATE: A single application of bromacil at 2 lb ai/acre dissipated with half-lives of 155 days from the upper 10 cm of a bare ground plot of silty clay loam soil in Delaware, and 124 days from the upper 10 cm of a bare ground plot of loam soil located in California(1). Bromacil was detected in the upper 10 cm of the Delaware and California plots through 538 and 415 days posttreatment, respectively(1). In general, bromacil was not detected below the 40 cm soil depth at both test sites. This may have been due to the amount and timing of rainfall and/or irrigation at these sites(1).

At 18 mo after spraying 22.4 kg bromacil/ha on abandoned field sites overgrown mainly by little bluestem (Andropogon scoparius), poverty grass (Danthonia spicata), timothy (Phleum pratense), quackgrass (Agropyron repens), goldenrod (Solidago) and Kentucky bluegrass (Poa pratensis), the max recovery of detectable bromacil residues occurred in the loamy sand, followed by decr amt in the silt loam, silty clay loam, and light silty clay loam. Org matter content, cation-exchange capacity, total nitrogen and sol salt concn were significantly correlated with residue persistence and incr depth in all 4 soils.

For more Environmental Fate (Complete) data for BROMACIL (8 total), please visit the HSDB record page.

Food Survey Values · 1 Eintrag

Bromacil was detected in an unreported number of samples at unspecified concentrations in the FDA's 1996 Market Basket Survey where a total of 10,374 samples of domestically produced food and imported food from 92 countries were analyzed for pesticide residues(1). Results for bromacil testing in subsequent Market Basket Surveys were as follows: 2004 - 2,832 domestic and 5,073 import samples collected and analyzed; tested for, not detected; 2005 - 2,638 domestic and 5,286 import samples collected and analyzed; tested for, not detected; 2006 - 1,392 domestic samples from 41 States and Puerto Rico and 4,317 import samples from 87 countries were analyzed; tested for, not detected(2).

Adverse EffectsACGIH Carcinogen - Confirmed Animal.
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by ingestion.

inhalation, ingestion, skin and/or eye contact

Ecotoxicity Excerpts · 3 Einträge

/AQUATIC SPECIES/ LC50 values for 30-day old fathead minnows (Pimephales promelas) exposed to bromacil were 185, 183, 182, and 167 mg/L at 24, 48, 96, and 168 hr, respectively. In early life-stage exposures, it was not possible to determine a no effect concentrsation for bromacil, as growth was reduced at the lowest exposure of 1.0 mg/L. Bromacil did not accumulate significantly in fish tissue. Rainbow trout (Salmo gairdneri) injected with radiolabeled bromacil eliminated over 90% of the radioactivity within 24 hr.

/FIELD STUDIES/ The effects of 2.5, 5.0, and 7.5 kg/ha of bromacil on soil microflora were studied in the soil of a plum orchard. A stimulatory effect on the bacterial population and an inhibitory effect on actinomycetes were observed under all the herbicidal treatments up to 60 days from application. Thereafter, the effect leveled off. An inhibitory effect on fungi was noticed with bromacil. In general, the herbicide effect lasted up to 60 days and the microbial status of the soil was not significantly disturbed at low and medium concn.

/FIELD STUDIES/ This study documents the testing of several common herbicides used by the Oregon Department of Transportation in vegetation management. The project assessed the short- and long-term effects of Roundup, Krovar and Oust on periphyton and rainbow trout. The active ingredient in Roundup is glyphosate; Krovar uses bromacil and diuron; and Oust uses sulfometuron-methyl. Short-term (96 hour) exposure tests used actual road shoulder runoff collected after herbicide application, using a simulated rain and a natural rain event. Long-term exposure tests assessed effects of a 14-day exposure using lab-mixed solutions of deionized lab water and herbicides, individually and in mixture. The data showed that the short-term exposure had no statistically significant effects on periphyton. The short-term exposure reduced survivorship of rainbow trout, but the effects were observed both in treated and untreated runoff; thus the toxicity was likely due to other factors. The long-term exposure tests showed that herbicides, especially Krovar and the mixture of three chemicals, reduced periphyton algal biomass

Plant ConcentrationsBromacil concentration of 30-50 ppm (fresh weight) were detected in tree foliage samples collected 30 to 50 ft away from a Los Alamos, NM roadside where bromacil had been sprayed on a 4-ft wide strip to kill vegetation(1).
Signs and Symptoms · 5 Einträge

Cough.

Redness.

Redness. Pain.

Nausea. Vomiting. Diarrhoea.

irritation eyes, skin, upper respiratory system; In Animals: thyroid injury

Acute Toxicity LinkChemical: UREABOR
ICSC Environmental DataThe substance is very toxic to aquatic organisms.
Medical SurveillanceBefore begining employment and at regular times after that, for those with frequent or potentially high exposures, the following is recommended: Lung function tests. Thyroid function tests. consider x-ray following acute overexposure.

Regulatorische Informationen

FIFRA Requirements · 3 Einträge

Tolerances are established for residues of the herbicide bromacil (5-bromo-3-sec-butyl-6-methyluracil) in or on the following food commodities: [Table#3208]

Based on the reviews of the generic data for the active ingredients in this case, the Agency has sufficient information on the health effects of bromacil and its lithium salt, but has certain limitations on their potential for causing adverse effects in fish and wildlife and the environment. The Agency has determined that bromacil products, if labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks of adverse effects to humans or the environment. Under the Food Quality Protection Act of 1996, the Agency has determined that there is a reasonable certainty that no harm will result to infants and children or to the general population from aggregate exposure to bromacil. Therefore, the Agency concludes that products containing bromacil for all uses are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Bromacil is found on List A, which contains most pesticides that are used on foods and, hence, have a high potential for human exposure. List A consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA '88. Case No: 0041; Pesticide type: herbicide; Registration Standard Date: 09/30/82; Case Status: RED Approved 09/96; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Bromacil; Data Call-in (DCI) Date(s): 09/30/91, 03/26/97; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI.

State Drinking Water Guidelines · 2 Einträge

(AZ) ARIZONA 80 ug/l

(ME) MAINE 70 ug/l

Federal Drinking Water GuidelinesEPA 90 ug/l

Sicherheitsdaten

OEB
B
OEL
TWA: 1 ppm (10 mg/m3)
wgk
2
ridadr
UN3077 9/PG 3
RTECS-Nr.
YQ9100000
risk_code
22-36/37/38-50-36
Toxizität
LD50 orally in rats: 5200 mg/kg (Sherman, Kaplan)
hazard_code
Xn,N
safety_code
26-61
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
314-40-9(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
· 5 Einträge

Bromacil is absorbed from the GI tract and appears to be excreted primarily in the urine.

Bromacil was absorbed readily from the gastrointestinal tract ... Radiolabel was found in all tissues examined, but there was no evidence of accumulation.

The major route of elimination was via the urine following all dosing schedules except the multiple low dose in males where urine and fecal elimination were approximately equal.

When herbicide concentration in feed of cows was 5 and 30 ppm, secretion of intact compound in milk reached concentrations of 0.019 and 0.13 ppm, respectively. Bromacil was absent in urine and feces samples.

For more Absorption, Distribution and Excretion (Complete) data for BROMACIL (6 total), please visit the HSDB record page.

Verwendung und Herstellung

Uses · 6 Einträge

Used for brush control, especially against perennial grasses; it is also used to control weeds in pineapple and citrus crops; [EXTOXNET]

Farming (Pesticides) [Category: Industry]

For Bromacil (USEPA/OPP Pesticide Code: 012301) 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

Bromacil is a non-selective inhibitor of photosynthesis

Total weed and brush control on non-crop land ... Also for selective control of annual and perennial weeds and grasses in citrus and pineapple plantations.

U.S. Exports(1972) APPROX 1.0X10+6 G
U.S. Production · 2 Einträge

(1972) 1.82X10+9 G

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#3212]

Consumption Patterns · 2 Einträge

APPROX 77% FOR INDUSTRIAL/COMMERCIAL USE AS AN HERBICIDE; APPROX 13% FOR AGRICULTURAL USE AS AN HERBICIDE; AND APPROX 10% FOR GOVERNMENT AGENCY USE AS AN HERBICIDE (1972)

In 1992, 1,194,805 pounds of bromacil were applied to citrus crops in the US.

Methods of Manufacturing · 3 Einträge

Bromacil is produced by reaction of isopropyl isocyanate with methyl 3-aminocrotonate, followed by cyclization in sodium hydroxide at elevated temperature, and bromination in acetic acid.

BROMINATION OF 3-SEC-BUTYL-6-METHYLURACIL

Bromacil is manufactured by the reaction of phosgene and ammonia with sec-butylamine to produce sec-butylurea, which reacts with ethylacetoacetate to produce 3-sec-butyl-6-methyluracil, which is then brominated to produce bromacil.

Formulations/Preparations · 5 Einträge

USEPA/OPP Pesticide Code 012301; Trade Names: Hyvar X; Weed-Broom; Cyanogan; Uragan; Borea; Borocil 1V; Herbicide 976; Hyvar X bromoacil; Hyvar X weed killer; Hyvarex; Krovar II; Nalkil; Urox B.

Granular, liquid, water soluble liquid, and wettable powder.

Premix Partners: Diuron; Sodium chlorate; Sodium metaborate.

Hyvar X Bromacil (wettable powder: 80% ai), Hyvar X-WS Bromacil (water sol powder: 50% ai), and Hyvar X-L Bromacil (liq concn: 3 lb ai/gal)

For more Formulations/Preparations (Complete) data for BROMACIL (46 total), please visit the HSDB record page.

Use Classification · 2 Einträge

Herbicides

HERBICIDES

General Manufacturing Information · 3 Einträge

The WHO Recommended Classification of Pesticides by Hazard identifies bromacil as unlikely to present an acute hazard in normal use; Main Use: herbicide.

Water-soluble formulations are incompatible with ammonium sulfamate and liquid preparations of amitrole. Herbicides containing soluble calcium salts form precipitates when used with water-soluble formulations of bromacil.

Substitute approved by EPA for some uses of 2,4,5-T

Anwendungen · 2 Einträge

BeschreibungBromacil (CAS 314-40-9) belongs to a class of herbicides known as uracils, first developed by DuPont in 1962. Its herbicidal activity is due to inhibition of photosynthesis in several species of weeds and brush. Since its introduction in 1962, farmers in North and South America and Asia have used bromacil-containing herbicides for crop protection.

VerwendenBromacil is a nonselective inhibitor of photosynthesis, absorbed mainly through the root and used for general weed control on uncropped land at 5–15 kg/ha (2–4 kg/ha annual maintenance). It is also used for weed control in citrus plantations and for perennial grass control and annual pineapple plantations.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

trans-Cinnamaldehyde

Anbieter96 Anbieter

艾吉析科技(上海)有限公司17717235263 · [email protected]
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安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
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湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
上海艾梯西生物科技有限公司18721763493
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四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
TargetMol 中国(陶术生物)400-821-0310 15002144251 · [email protected]
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南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
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上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
常州安奈凯医药科技有限公司+86-0519-8359-8696 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
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深圳市森迪生物科技有限公司18124570582 TEL:0755-23574479 2355327139 · [email protected]
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湖北威德利化学试剂有限公司17771478861 13419635609 · [email protected]

Ergänzende Hinweise

DefinitionSubstitute approved by EPA for some uses of 2,4,5-T.