Names | |
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IUPAC name (2,6-Dibromo-4-cyanophenyl) octanoate | |
Other names Bromoxynil octanoate | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.015.351 |
EC Number |
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PubChem CID | |
UNII | |
UN number | 2588 |
CompTox Dashboard (EPA) | |
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Properties | |
C15H17Br2NO2 | |
Molar mass | 403.114 g·mol−1 |
Appearance | creamy white solid |
Melting point | 45–46 °C (113–115 °F; 318–319 K) [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Bromoxynil octanoate is a herbicide active ingredient, closely related to bromoxynil, ioxynil, and ioxynil octanoate. Bromoxynil controls broad leafed weeds in many crops, and is used in the USA, Europe and Australia, on crops, roadsides and turf. [2]
It has been sold under the trademarks Bromoxynil, Broclean, Bromox, Brominex, Bromolex, Bromolex and Bromoxymobeed.
Bromoxynil octanoate in the environment has a half-life of about 10 days, and breaks down into harmless compounds. [2]
Bromoxynil octanoate acts by inhibiting photosynthesis at photosystem II, destroying cells, giving it a Group C (numeric: Group 6) HRAC. Weeds show symptoms after four to seven days of chlorotic leaves and desiccation. [3] [4]
Herbicides, also commonly known as weed killers, are substances used to control undesired plants, also known as weeds. Selective herbicides control specific weed species while leaving the desired crop relatively unharmed, while non-selective herbicides kill plants indiscriminately. The combined effects of herbicides, nitrogen fertilizer, and improved cultivars has increased yields of major crops by 3x to 6x from 1900 to 2000.
Weed control is a type of pest control, which attempts to stop or reduce growth of weeds, especially noxious weeds, with the aim of reducing their competition with desired flora and fauna including domesticated plants and livestock, and in natural settings preventing non native species competing with native species.
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 58 countries.
Alachlor is an herbicide from the chloroacetanilide family. It is an odorless, white solid. The greatest use of alachlor is for control of annual grasses and broadleaf weeds in crops. Use of alachlor is illegal in the European Union and no products containing alachlor are currently registered in the United States.
Nufarm is an Australian agricultural chemical company headquartered in Melbourne, Australia. Established in 1956, the company was founded by Max Fremder. It holds more than 2,100 product registrations, and markets products in more than 100 countries around the world.
Glufosinate is a naturally occurring broad-spectrum herbicide produced by several species of Streptomyces soil bacteria. Glufosinate is a non-selective, contact herbicide, with some systemic action. Plants may also metabolize bialaphos and phosalacine, other naturally occurring herbicides, directly into glufosinate. The compound irreversibly inhibits glutamine synthetase, an enzyme necessary for the production of glutamine and for ammonia detoxification, giving it antibacterial, antifungal and herbicidal properties. Application of glufosinate to plants leads to reduced glutamine and elevated ammonia levels in tissues, halting photosynthesis and resulting in plant death.
Bromoxynil is an organic compound with the formula HOBr2C6H2CN. It is classified as a nitrile herbicide, and as such sold under many trade names. It is a white solid. It works by inhibiting photosynthesis. It is moderately toxic to mammals.
Trifluralin is a commonly used pre-emergence selective herbicide. With about 14 million pounds (6,400 t) used in the United States in 2001, and 3–7 million pounds (1,400–3,200 t) in 2012, it is one of the most widely used herbicides. Trifluralin is also used in Australia. Introduced in 1964, Trifluralin was the first organofluorine compound used as an agrochemical.
A weed is a plant considered undesirable in a particular situation, growing where it conflicts with human preferences, needs, or goals. Plants with characteristics that make them hazardous, aesthetically unappealing, difficult to control in managed environments, or otherwise unwanted in farm land, orchards, gardens, lawns, parks, recreational spaces, residential and industrial areas, may all be considered weeds. The concept of weeds is particularly significant in agriculture, where the presence of weeds in fields used to grow crops may cause major losses in yields. Invasive species, plants introduced to an environment where their presence negatively impacts the overall functioning and biodiversity of the ecosystem, may also sometimes be considered weeds.
Organoiodine chemistry is the study of the synthesis and properties of organoiodine compounds, or organoiodides, organic compounds that contain one or more carbon–iodine bonds. They occur widely in organic chemistry, but are relatively rare in nature. The thyroxine hormones are organoiodine compounds that are required for health and the reason for government-mandated iodization of salt.
Monolinuron is a pesticide, more specifically a selective systemic herbicide and an algaecide. As an herbicide, it is used to control broad-leaved weeds and annual grasses in vegetable crops such as leeks, potatoes, and dwarf French beans. Monolinuron affects the photosynthesis in weeds. Following uptake of monolinuron through roots and leaves of weeds, monolinuron causes early symptoms of yellowing and die-back of the leaves, eventually resulting in weed death. In fishkeeping, it is used to control blanket weed and hair algae.
2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula Cl2C6H3OCH2CO2H. It is usually referred to by its ISO common name 2,4-D. It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most grasses such as cereals, lawn turf, and grassland are relatively unaffected.
4-Hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors are a class of herbicides that prevent growth in plants by blocking 4-Hydroxyphenylpyruvate dioxygenase, an enzyme in plants that breaks down the amino acid tyrosine into molecules that are then used by plants to create other molecules that plants need. This process of breakdown, or catabolism, and making new molecules from the results, or biosynthesis, is something all living things do. HPPD inhibitors were first brought to market in 1980, although their mechanism of action was not understood until the late 1990s. They were originally used primarily in Japan in rice production, but since the late 1990s have been used in Europe and North America for corn, soybeans, and cereals, and since the 2000s have become more important as weeds have become resistant to glyphosate and other herbicides. Genetically modified crops are under development that include resistance to HPPD inhibitors. There is a pharmaceutical drug on the market, nitisinone, that was originally under development as an herbicide as a member of this class and is used to treat an orphan disease, type I tyrosinemia.
Nitroxinil is an anthelmintic, a veterinary medicine against parasitic worms in sheep and cattle. The substance is active against the liver fluke the Fasciola hepatica and to a lesser extent against thread worms in the gastrointestinal tract. Brand names include Fluconix, Dovenix and Trodax. Nitroxynil is also used against strains of the red gum worm that have become resistant to benzimidazoles.
Butroxydim is a chemical used as a herbicide. It is a group A herbicide used to kill grass weeds in a range of broadacre crops. Structurally related herbicides against grasses are alloxydim, sethoxydim, clethodim, and cycloxydim.
Oxyfluorfen is a chemical compound used as an herbicide. It is manufactured by Dow AgroSciences, Adama Agricultural Solutions and 4Farmers under the trade names Goal, Galigan, and Oxyfluorfen 240. Oxyfluorfen is used to control broadleaf and grassy weeds in a variety of nut, tree fruit, vine, and field crops, especially wine grapes and almonds. It is also used for residential weed control.
Butafenacil is the ISO common name for an organic compound of the pyrimidinedione chemical class used as an herbicide. It acts by inhibiting the enzyme protoporphyrinogen oxidase to control broadleaf and some grass weeds in crops including cereals and canola.
Prosulfocarb is a pre-emergent herbicide used agriculturally in Australia, the EU, Morocco and Iran, for control of annual ryegrass and toad rush in wheat and barley crops. It was introduced to the EU in 1988 and is rapidly growing in use, with sales increasing by over 500% in France since 2008.
Diflufenican is a herbicide used to control weeds including wild radish and wild turnip weeds or suppress capeweed, crassula, marshmallow or shepherd's purse, in clover pasture, lupins, lentils or field peas. It has seen use in Australia, Europe, and in Feb 2024 registered in North America by the PMRA, EPA registration pending, for use on soybean and corn.
Ioxynil is a post-emergence selective nitrile herbicide. It is used in Australia, New Zealand and Japan to control broadleaf weeds via photosynthesis inhibition. It is used notably on onion crops, among others, normally at 300–900 g/Ha. It was introduced in 1966. The supply of ioxynil is decreasing, but the herbicide remains effective.