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Preferred IUPAC name (3aS,3bR,7aS,8aR)-2,2,5,5-Tetramethyltetrahydro-2H,5H,8aH-[1,3]dioxolo[4′,5′:4,5]furo[3,2-d][1,3]dioxole-8a-carboxylic acid | |
Other names Dikegulac acid; Diacetone-2-ketogulonic acid; Oxogulonic acid diacetonide; Sodium dikegulac; Sodium diprogulate | |
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3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.038.484 |
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PubChem CID | |
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CompTox Dashboard (EPA) | |
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Properties | |
C12H18O7 | |
Molar mass | 274.269 g·mol−1 |
Appearance | White/colorless solid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Diprogulic acid (also known as dikegulac) is a precursor used in commercial ascorbic acid production. [1] In agriculture, its sodium salt, dikegulac sodium, is used as a plant growth regulator, primarily used as a branching agent. When it is taken up by a plant, dikegulac sodium is translocated to its apical meristems, where it inhibits DNA synthesis. [2] This suppresses apical dominance in the plant and can stimulate lateral branching, resulting in a bushier growth habit. [3] Dikegulac sodium is sometimes used to inhibit fruiting and flowering. [4]
Dikegulac sodium can be applied as a foliar spray [5] or a trunk injection. [6]
Dikegulac sodium application sometimes causes phytotoxicity. Symptoms include chlorosis and stunted growth. [3] [7] When higher concentrations are applied, there is a greater risk that these adverse effects will persist, leading to crop loss. [3]
Gibberellins can be applied to fight undesired growth inhibition following dikegulac sodium application, but success can be limited. [2]
Plant protection products containing dikegulac were phased out in the European Union after the European Commission decided in 2002 not to include the chemical in Annex I to Directive 91/414/EEC. [8]
Dikegulac sodium is approved for EPA registration in the United States. [9]
Commercial formulations available in the United States include Atrimmec, [10] Augeo, [5] and Pinscher. [6]
In Fall 2008, Washington, D.C.'s Urban Forestry Administration failed to suppress the fruiting of thousands of female Ginkgo biloba trees by injecting them with the dikegulac sodium product Pinscher.
Ginkgo biloba is a dioecious plant. Because the females are well known for their foul smelling fruit, the non-fruiting males are usually recommended for landscape use. However, these city trees were installed before Ginkgo saplings could easily be sexed, so many planted were female.
The Urban Forestry Administration had previously sprayed the trees with chlorpropham to prevent fruiting, but their success had been limited. When the dikegulac sodium injection was unsuccessful, the fruit matured and dropped from the trees. Some referred to the failure as "Ginkgo Gate". [11] [12]
Pesticides are substances that are meant to control pests. This includes herbicide, insecticide, nematicide, molluscicide, piscicide, avicide, rodenticide, bactericide, insect repellent, animal repellent, microbicide, fungicide, and lampricide. The most common of these are herbicides which account for approximately 80% of all pesticide use. Most pesticides are intended to serve as plant protection products, which in general, protect plants from weeds, fungi, or insects. As an example, the fungus Alternaria solani is used to combat the aquatic weed Salvinia.
Herbicides, also commonly known as weedkillers, 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 can be used to clear waste ground, industrial and construction sites, railways and railway embankments as they kill all plant material with which they come into contact. Apart from selective/non-selective, other important distinctions include persistence, means of uptake, and mechanism of action. Historically, products such as common salt and other metal salts were used as herbicides, however these have gradually fallen out of favor and in some countries a number of these are banned due to their persistence in soil, and toxicity and groundwater contamination concerns. Herbicides have also been used in warfare and conflict.
Ginkgo biloba, commonly known as ginkgo or gingko also known as the maidenhair tree, is a species of tree native to China. It is the last living species in the order Ginkgoales, which first appeared over 290 million years ago. Fossils very similar to the living species, belonging to the genus Ginkgo, extend back to the Middle Jurassic approximately 170 million years ago. The tree was cultivated early in human history and remains commonly planted.
Ginkgoales are a gymnosperm order containing only one extant species: Ginkgo biloba, the ginkgo tree. It is monotypic, within the class Ginkgoopsida, which itself is monotypic within the division Ginkgophyta. The order includes five families, of which only Ginkgoaceae remains extant.
Insecticides are substances used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. Insecticides are used in agriculture, medicine, industry and by consumers. Insecticides are claimed to be a major factor behind the increase in the 20th-century's agricultural productivity. Nearly all insecticides have the potential to significantly alter ecosystems; many are toxic to humans and/or animals; some become concentrated as they spread along the food chain.
Citrus production encompasses the production of citrus fruit, which are the highest-value fruit crop in terms of international trade. There are two main markets for citrus fruit:
Magnesium chloride is the name for the chemical compound with the formula MgCl2 and its various hydrates MgCl2(H2O)x. Anhydrous MgCl2 contains 25.5% elemental magnesium by mass. These salts are typical ionic halides, being highly soluble in water. The hydrated magnesium chloride can be extracted from brine or sea water. In North America, magnesium chloride is produced primarily from Great Salt Lake brine. It is extracted in a similar process from the Dead Sea in the Jordan Valley. Magnesium chloride, as the natural mineral bischofite, is also extracted (by solution mining) out of ancient seabeds, for example, the Zechstein seabed in northwest Europe. Some magnesium chloride is made from solar evaporation of seawater. Anhydrous magnesium chloride is the principal precursor to magnesium metal, which is produced on a large scale. Hydrated magnesium chloride is the form most readily available.
Imidacloprid is a systemic insecticide belonging to a class of chemicals called the neonicotinoids which act on the central nervous system of insects. The chemical works by interfering with the transmission of stimuli in the insect nervous system. Specifically, it causes a blockage of the nicotinergic neuronal pathway. By blocking nicotinic acetylcholine receptors, imidacloprid prevents acetylcholine from transmitting impulses between nerves, resulting in the insect's paralysis and eventual death. It is effective on contact and via stomach action. Because imidacloprid binds much more strongly to insect neuron receptors than to mammal neuron receptors, this insecticide is more toxic to insects than to mammals.
Apple scab is a common disease of plants in the rose family (Rosaceae) that is caused by the ascomycete fungus Venturia inaequalis. While this disease affects several plant genera, including Sorbus, Cotoneaster, and Pyrus, it is most commonly associated with the infection of Malus trees, including species of flowering crabapple, as well as cultivated apple. The first symptoms of this disease are found in the foliage, blossoms, and developing fruits of affected trees, which develop dark, irregularly-shaped lesions upon infection. Although apple scab rarely kills its host, infection typically leads to fruit deformation and premature leaf and fruit drop, which enhance the susceptibility of the host plant to abiotic stress and secondary infection. The reduction of fruit quality and yield may result in crop losses of up to 70%, posing a significant threat to the profitability of apple producers. To reduce scab-related yield losses, growers often combine preventive practices, including sanitation and resistance breeding, with reactive measures, such as targeted fungicide or biocontrol treatments, to prevent the incidence and spread of apple scab in their crops.
Flue-gas desulfurization (FGD) is a set of technologies used to remove sulfur dioxide from exhaust flue gases of fossil-fuel power plants, and from the emissions of other sulfur oxide emitting processes such as waste incineration.
Vigilante is an insecticide used with both dairy and beef cattle to reduce the number of flies in an agricultural area. It is usually formatted as a 50-gram bolus containing 9.7% diflubenzuron, an insect growth regulator which inhibits the formation of chitin and prevents insects from reproducing. The bolus is administered via balling gun. It is effective in reducing populations of horn flies and face flies for approximately 10–16 weeks.
Gibberellic acid (also called gibberellin A3, GA, and GA3) is a hormone found in plants and fungi. Its chemical formula is C19H22O6. When purified, it is a white to pale-yellow solid.
Venturia inaequalis is an ascomycete fungus that causes the apple scab disease.
Disodium octaborate is a borate of sodium, a chemical compound of sodium, boron, and oxygen — a salt with elemental formula Na2B8O13 or (Na+)2[B8O13]2−, also written as Na2O·4B2O3. It is a transparent colorless crystalline solid, soluble in water.
Paclobutrazol (PBZ) is the ISO common name for an organic compound that is used as a plant growth retardant and triazole fungicide. It is a known antagonist of the plant hormone gibberellin, acting by inhibiting gibberellin biosynthesis, reducing internodal growth to give stouter stems, increasing root growth, causing early fruitset and increasing seedset in plants such as tomato and pepper. PBZ has also been shown to reduce frost sensitivity in plants. Moreover, paclobutrazol can be used as a chemical approach for reducing the risk of lodging in cereal crops. PBZ has been used by arborists to reduce shoot growth and shown to have additional positive effects on trees and shrubs. Among those are improved resistance to drought stress, darker green leaves, higher resistance against fungi and bacteria, and enhanced development of roots. Cambial growth, as well as shoot growth, has been shown to be reduced in some tree species.
Copper pesticides are copper compounds used as bactericides, algaecides, or fungicides. They can kill bacteria, oomycetes and algae, and prevent fungal spores from germinating. Common forms of fixed copper fungicides include copper sulfate, copper sulfate pentahydrate, copper hydroxide, copper oxychloride sulfate, cuprous oxide, and copper octanoate.
Diflubenzuron is an insecticide of the benzoylurea class. It is used in forest management and on field crops to selectively control insect pests, particularly forest tent caterpillar moths, boll weevils, gypsy moths, and other types of moths. It is a widely used larvicide in India for control of mosquito larvae by public health authorities. Diflubenzuron is approved by the WHO Pesticide Evaluation Scheme.
Soil stabilization a general term for any physical, chemical, mechanical, biological, or combined method of changing a natural soil to meet an engineering purpose. Improvements include increasing the weight bearing capabilities, tensile strength, and overall performance of in-situ subsoils, sands, and waste materials in order to strengthen road pavements.
Cyproconazole is an agricultural fungicide of the class of azoles, used on cereal crops, coffee, sugar beet, fruit trees and grapes, on sod farms and golf courses and on wood as a preservative. It was introduced to the market by then Sandoz in 1994.
Uniconazole is a triazole chemical used as a plant growth retardant. It is active on a wide range of plants and acts by inhibiting the production of gibberellins.