Names | |
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IUPAC name 7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid | |
Other names Endothal; 3,6-Endoxohexahydrophthalic acid | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.005.146 |
EC Number |
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PubChem CID | |
UNII | |
UN number | 2811 |
CompTox Dashboard (EPA) | |
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Properties | |
C8H10O5 | |
Molar mass | 186.163 g·mol−1 |
Density | 1.431 g/cm3 (20 °C) [2] |
Melting point | 144 °C (291 °F; 417 K) [2] |
100 g/L (20 °C) [2] | |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 38 mg/kg (oral, rat) [2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Endothall (3,6-endoxohexahydrophthalic acid) is used as an herbicide for terrestrial and aquatic plants. It is used as an aquatic herbicide for submerged aquatic plants and algae in lakes, ponds and irrigation canals. [3] It is used, as a desiccant on potatoes, hops, cotton, clover and alfalfa. It is used as a biocide to control mollusks and algae in cooling towers.
Endothall is a selective contact herbicide that has been used to manage submerged aquatic vegetation for over 50 years. The herbicide damages the cells of susceptible plants at the point of contact but does not affect areas untouched by the herbicide, like roots or tubers (underground storage structures). [4]
The chemical formula for endothall is C8H10O5. Its Chemical Abstracts Service (CAS) name is 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid. It is an organic acid but is used as the dipotassium salt or the mono-N, N-dimethylalkylamine salt. [5] It is considered safe in drinking water by the EPA up to a maximum contaminant level of 0.1 mg/L (100 ppb). Some people who drink water contaminated above this level for many years experience stomach or intestine problems. [6]
Endothall is chemically related to cantharidin. [7] Both compounds are protein phosphatase 2A inhibitors. [8]
There is limited data on human toxicity, although cases of lethal deliberate self-poisoning have been reported with as little as a mouthful of Endothall concentrate. [9] [10] [11] Features of toxicity include corrosive injury to the oropharynx and gastrointestinal tract, metabolic acidosis, coagulopathy, and multi-organ failure.
A poison is any chemical substance that is harmful or lethal to living organisms. The term is used in a wide range of scientific fields and industries, where it is often specifically defined. It may also be applied colloquially or figuratively, with a broad sense.
Roundup is a brand name of herbicide originally produced by Monsanto, which Bayer acquired in 2018. Prior to the late-2010s formulations, it used broad-spectrum glyphosate-based herbicides. As of 2009, sales of Roundup herbicides still represented about 10 percent of Monsanto's revenue despite competition from Chinese producers of other glyphosate-based herbicides. The overall Roundup line of products represented about half of Monsanto's yearly revenue in 2009. The product is marketed to consumers by Scotts Miracle-Gro Company. In the late-2010s other non-glyphosate containing herbicides were also sold under the Roundup brand.
Toxicity is the degree to which a chemical substance or a particular mixture of substances can damage an organism. Toxicity can refer to the effect on a whole organism, such as an animal, bacterium, or plant, as well as the effect on a substructure of the organism, such as a cell (cytotoxicity) or an organ such as the liver (hepatotoxicity). Sometimes the word is more or less synonymous with poisoning in everyday usage.
Glyphosate is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by inhibiting the plant enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSP). Glyphosate-based herbicides are used to kill weeds, especially annual broadleaf weeds and grasses that compete with crops. Monsanto brought it to market for agricultural use in 1974 under the trade name Roundup. Monsanto's last commercially relevant United States patent expired in 2000.
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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.
Atrazine is a chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane and on turf, such as golf courses and residential lawns. Atrazine's primary manufacturer is Syngenta and it is one of the most widely used herbicides in the United States, Canadian, and Australian agriculture. Its use was banned in the European Union in 2004, when the EU found groundwater levels exceeding the limits set by regulators, and Syngenta could not show that this could be prevented nor that these levels were safe.
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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.
Algaecide or algicide is a biocide used for killing and preventing the growth of algae, often defined in a loose sense that, beyond the biological definition, also includes cyanobacteria. An algaecide may be used for controlled bodies of water, but may also be used on land for locations such as turfgrass.
Acetochlor is an herbicide developed by Monsanto Company and Zeneca. It is a member of the class of herbicides known as chloroacetanilides. Its mode of action is elongase inhibition, and inhibition of geranylgeranyl pyrophosphate (GGPP) cyclization enzymes, part of the gibberellin pathway. It carries high risks of environmental contamination.
Nodularins are potent toxins produced by the cyanobacterium Nodularia spumigena, among others. This aquatic, photosynthetic cyanobacterium forms visible colonies that present as algal blooms in brackish water bodies throughout the world. The late summer blooms of Nodularia spumigena are among the largest cyanobacterial mass occurrences in the world. Cyanobacteria are composed of many toxic substances, most notably of microcystins and nodularins: the two are not easily differentiated. A significant homology of structure and function exists between the two, and microcystins have been studied in greater detail. Because of this, facts from microcystins are often extended to nodularins.
Environmental toxicology is a multidisciplinary field of science concerned with the study of the harmful effects of various chemical, biological and physical agents on living organisms. Ecotoxicology is a subdiscipline of environmental toxicology concerned with studying the harmful effects of toxicants at the population and ecosystem levels.
Microcystin-LR (MC-LR) is a toxin produced by cyanobacteria. It is the most toxic of the microcystins.
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.
Bentazon is a chemical manufactured by BASF Chemicals for use in herbicides. It is categorized under the thiadiazine group of chemicals. Sodium bentazon is available commercially and appears slightly brown in colour.
Fluridone is an organic compound that is used as aquatic herbicide often used to control invasive plants. It is used in the United States to control hydrilla and Eurasian watermilfoil among other species. Fluridone is sold as a solution and as a slow release solid because the herbicide level must be maintained for several weeks. The compound is a colorless solid.
Glyphosate-based herbicides are herbicides made of a glyphosate salt usually combined with other ingredients needed to stabilize the formula and allow penetration into plants. Roundup was the first glyphosate-based herbicide, developed by Monsanto in the 1970s. It is used most heavily on corn, soy, and cotton crops that have been genetically modified to be resistant to the herbicide. Some products include two active ingredients, such as Enlist Duo which includes 2,4-D as well as glyphosate. As of 2010, more than 750 glyphosate products were on the market. The names of inert ingredients used in glyphosate formulations are usually not listed on the product labels.
Cyanazine is a herbicide that belongs to the group of triazines. Cyanazine inhibits photosynthesis and is therefore used as a herbicide.
This article includes a list of general references, but it lacks sufficient corresponding inline citations .(October 2017) |