Names | |
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IUPAC name 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione or 5-bromo-3-sec-butyl-6-methyluracil | |
Other names Bromazil, Borea, Bromax 4G, Cynogan, Uragan, 5-Bromo-6-methyl-3-(1-methylpropyl)uracil | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.005.679 |
EC Number |
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KEGG | |
PubChem CID | |
RTECS number |
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UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C9H13BrN2O2 | |
Molar mass | 261.1157 |
Appearance | Odorless, colorless to white, crystalline solid |
Density | 1.46 g/cm3 |
Melting point | 157.5 to 160 °C (315.5 to 320.0 °F; 430.6 to 433.1 K) sublimes [1] |
Boiling point | none - sublimes [1] |
0.08% (25°C) [1] | |
Hazards | |
GHS labelling: | |
Warning | |
H302, H315, H319, H335, H410 | |
P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501 | |
NIOSH (US health exposure limits): | |
PEL (Permissible) | none [1] |
REL (Recommended) | TWA 1 ppm (10 mg/m3) [1] |
IDLH (Immediate danger) | N.D. [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Bromacil is an organic compound with the chemical formula C9H13BrN2O2, commercially available as a herbicide. Bromacil was first registered as a pesticide in the U.S. in 1961. [2] It is used for brush control on non-cropland areas. [3] It works by interfering with photosynthesis by entering the plant through the root zone and moving throughout the plant. [4] Bromacil is one of a group of compounds called substituted uracils. These materials are broad spectrum herbicides used for nonselective weed and brush control on non-croplands, as well as for selective weed control on a limited number of crops, such as citrus fruit and pineapple. [3] Bromacil is also found to be excellent at controlling perennial grasses.
There are quite a few safety precautions that should be taken when dealing with Bromacil. Dry formulations containing bromacil must bear the word "Caution" and liquid formulas must signal "Warning." [3] Care should be exercised when spraying Bromacil on plants because it will also stop the photosynthesis of the adjacent non-target plants, therefore killing them. Bromacil should never be used in residential or recreation areas for risk of exposure. Bromacil is slightly toxic if individuals accidentally eat or touch residues and practically nontoxic if inhaled. Bromacil is a mild eye irritant and a very slight skin irritant. It is not a skin sensitizer. [5] In studies using laboratory animals, bromacil is slightly toxic by the oral, dermal, and inhalation routes and has been placed in Toxicity Category IV (the lowest of four categories) for these effects. [2] This herbicide should be stored in a cool, dry place and after any handling a thorough hand-washing is advised.
In regards to occupational exposure, the National Institute for Occupational Safety and Health has recommended workers handing bromacil not exceed an exposure of 1 ppm (10 mg/m3) over an eight-hour time-weighted average. [6]
Bromacil (40%) is combined with the active ingredient diuron in the herbicide Krovar, which is used by companies such as the Washington State Department of Transportation (WSDOT). It is in a group of chemicals that are absorbed through the gut and excreted primarily in the urine. The half-life of bromacil in soils is about 60 days, but as long as 8 months in some conditions. [5] Bromacil is available in granular, liquid, water-soluble liquid, and wettable powder formulations. [3] Because bromacil is a possible human carcinogen and systemic toxicity may result from intermediate exposure (one week to several months), U.S. Environmental Protection Agency (EPA) assessed risk to workers using several major exposure scenarios. Bromacil is stable to hydrolysis under normal environmental conditions. [2]
Bromacil is applied mainly by sprayers including boom, hand-held, knapsack, compressed air, tank-type, and power sprayers. Bromacil is also applied using aerosol, shaker, or sprinkler cans. Solid forms of bromacil are spread using granule applicators and spreaders. In the United States, application using aircraft is allowed only for Special Local Need registrations to control vegetation on the Department of Defense's Yakima Firing Center in the state of Washington. [2]
Bromomethane, commonly known as methyl bromide, is an organobromine compound with formula CH3Br. This colorless, odorless, nonflammable gas is produced both industrially and biologically. It has a tetrahedral shape and it is a recognized ozone-depleting chemical. It was used extensively as a pesticide until being phased out by most countries in the early 2000s.
Pyrethrum was a genus of several Old World plants now classified as Chrysanthemum or Tanacetum which are cultivated as ornamentals for their showy flower heads. Pyrethrum continues to be used as a common name for plants formerly included in the genus Pyrethrum. Pyrethrum is also the name of a natural insecticide made from the dried flower heads of Chrysanthemum cinerariifolium and Chrysanthemum coccineum. The insecticidal compounds present in these species are pyrethrins.
Chloroethane, commonly known as ethyl chloride, is a chemical compound with chemical formula CH3CH2Cl, once widely used in producing tetraethyllead, a gasoline additive. It is a colorless, flammable gas or refrigerated liquid with a faintly sweet odor.
White spirit (AU, UK and Ireland) or mineral spirits (US, Canada), also known as mineral turpentine (AU/NZ), turpentine substitute, and petroleum spirits, is a petroleum-derived clear liquid used as a common organic solvent in painting. There are also terms for specific kinds of white spirit, including Stoddard solvent and solvent naphtha (petroleum). White spirit is often used as a paint thinner, or as a component thereof, though paint thinner is a broader category of solvent. Odorless mineral spirits (OMS) have been refined to remove the more toxic aromatic compounds, and are recommended for applications such as oil painting.
Chemical hazards are typical of hazardous chemicals and hazardous materials in general. Exposure to certain chemicals can cause acute or long-term adverse health effects. Chemical hazards are usually classified separately from biological hazards (biohazards). Main classifications of chemical hazards include asphyxiants, corrosives, irritants, sensitizers, carcinogens, mutagens, teratogens, reactants, and flammables. In the workplace, exposure to chemical hazards is a type of occupational hazard. The use of protective personal equipment (PPE) may substantially reduce the risk of damage from contact with hazardous materials.
Paraquat (trivial name; ), or N,N′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen, is an organic compound with the chemical formula [(C6H7N)2]Cl2. It is classified as a viologen, a family of redox-active heterocycles of similar structure. This salt is one of the most widely used herbicides. It is quick-acting and non-selective, killing green plant tissue on contact. It is also toxic (lethal) to human beings and animals due to its redox activity, which produces superoxide anions. It has been linked to the development of Parkinson's disease and is banned in dozens of countries.
Demeton-S-methyl is an organic compound with the molecular formula C6H15O3PS2. It was used as an organothiophosphate acaricide and organothiophosphate insecticide. It is flammable. With prolonged storage, Demeton-S-methyl becomes more toxic due to formation of a sulfonium derivative which has greater affinity to the human form of the acetylcholinesterase enzyme, and this may present a hazard in agricultural use.
Chloroprene (IUPAC name 2-chlorobuta-1,3-diene) is a chemical compound with the molecular formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene, better known as neoprene, a type of synthetic rubber.
Chloropicrin, also known as PS and nitrochloroform, is a chemical compound currently used as a broad-spectrum antimicrobial, fungicide, herbicide, insecticide, and nematicide. It was used as a poison gas in World War I. Its chemical structural formula is Cl3CNO2.
p-Xylene (para-xylene) is an aromatic hydrocarbon. It is one of the three isomers of dimethylbenzene known collectively as xylenes. The p- stands for para-, indicating that the two methyl groups in p-xylene occupy the diametrically opposite substituent positions 1 and 4. It is in the positions of the two methyl groups, their arene substitution pattern, that it differs from the other isomers, o-xylene and m-xylene. All have the same chemical formula C6H4(CH3)2. All xylene isomers are colorless and highly flammable. The odor threshold of p-xylene is 0.62 parts per million (ppm).
Picloram is a systemic herbicide used for general woody plant control. It also controls a wide range of broad-leaved weeds, but most grasses are resistant. A chlorinated derivative of picolinic acid, picloram is in the pyridine family of herbicides.
2,4,5-Trichlorophenoxyacetic acid, a synthetic auxin, is a chlorophenoxy acetic acid herbicide used to defoliate broad-leafed plants. It was developed in the late 1940s, synthesized by reaction of 2,4,5-Trichlorophenol and chloroacetic acid. It was widely used in the agricultural industry until being phased out, starting in the late 1970s due to toxicity concerns. Agent Orange, a defoliant used by the British in the Malayan Emergency and the U.S. in the Vietnam War, was equal parts 2,4,5-T and 2,4-D. 2,4,5-T itself is toxic with a NOAEL of 3 mg/kg/day and a LOAEL of 10 mg/kg/day. Agent Pink contained 100% 2,4,5-T. Additionally, the manufacturing process for 2,4,5-T contaminates this chemical with trace amounts of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). TCDD is a carcinogenic persistent organic pollutant with long-term effects on the environment. With proper temperature control during production of 2,4,5-T, TCDD levels can be held to about .005 ppm. Before the TCDD risk was well understood, early production facilities lacked proper temperature controls and individual batches tested later were found to have as much as 60 ppm of TCDD.
1,1,2-Trichloroethane, or 1,1,2-TCA, is an organochloride solvent with the molecular formula C2H3Cl3 and the structural formula CH2Cl—CHCl2. It is a colourless, sweet-smelling liquid that does not dissolve in water, but is soluble in most organic solvents. It is an isomer of 1,1,1-trichloroethane, and a byproduct of its manufacture.
Perchloryl fluoride is a reactive gas with the chemical formula ClO
3F. It has a characteristic sweet odor that resembles gasoline and kerosene. It is toxic and is a powerful oxidizing and fluorinating agent. It is the acid fluoride of perchloric acid.
Ammonium sulfamate is a white crystalline solid, readily soluble in water. It is commonly used as a broad spectrum herbicide, with additional uses as a compost accelerator, flame retardant and in industrial processes.
A recommended exposure limit (REL) is an occupational exposure limit that has been recommended by the United States National Institute for Occupational Safety and Health. The REL is a level that NIOSH believes would be protective of worker safety and health over a working lifetime if used in combination with engineering and work practice controls, exposure and medical monitoring, posting and labeling of hazards, worker training and personal protective equipment. To formulate these recommendations, NIOSH evaluates all known and available medical, biological, engineering, chemical, trade, and other information. Although not legally enforceable limits, RELS are transmitted to the Occupational Safety and Health Administration (OSHA) or the Mine Safety and Health Administration (MSHA) of the U.S. Department of Labor for use in promulgating legal standards.
Hexachlorobutadiene, (often abbreviated as "HCBD") Cl2C=C(Cl)C(Cl)=CCl2, is a colorless liquid at room temperature that has an odor similar to that of turpentine. It is a chlorinated aliphatic diene with niche applications but is most commonly used as a solvent for other chlorine-containing compounds. Structurally, it has a 1,3-butadiene core, but fully substituted with chlorine atoms.
ortho-Cresol (IUPAC name: 2-methylphenol, also known as 2-hydroxytoluene or ortho-Toluenol) is an organic compound with the formula CH3C6H4(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of p-cresol and m-cresol.
Dinitro-ortho-cresol (DNOC) is an organic compound with the structural formula CH3C6H2(NO2)2OH. It is a yellow solid that is only slightly soluble in water. It is extremely toxic to humans and was previously used as a herbicide and insecticide.
Hazard substitution is a hazard control strategy in which a material or process is replaced with another that is less hazardous. Substitution is the second most effective of the five members of the hierarchy of hazard controls in protecting workers, after elimination. Substitution and elimination are most effective early in the design process, when they may be inexpensive and simple to implement, while for an existing process they may require major changes in equipment and procedures. The concept of prevention through design emphasizes integrating the more effective control methods such as elimination and substitution early in the design phase.