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Piperitone
Piperitone is a natural monoterpene ketone which is a component of some essential oils. Both stereoisomers, the D-form and the L-form, are known. The D-form has a peppermint-like aroma and has been isolated from the oils of plants from the genera '' Cymbopogon'', '' Andropogon'', and ''Mentha''. The L-form has been isolated from Sitka spruce. Piperitone is used as the principal raw material for the production of synthetic menthol and thymol. The primary source of D/L-piperitone is from ''Eucalyptus dives'', produced mainly in South Africa South Africa, officially the Republic of South Africa (RSA), is the Southern Africa, southernmost country in Africa. It is bounded to the south by of coastline that stretch along the Atlantic Ocean, South Atlantic and Indian Oceans; to the ....Boland, D.J., Brophy, J.J., and A.P.N. House, ''Eucalyptus Leaf Oils'', 1991, {{ISBN, 0-909605-69-6 References Ketones Monoterpenes Cyclohexenes ...
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Eucalyptus Dives
''Eucalyptus dives'', commonly known as the broad-leaved peppermint or blue peppermint, is a species of tree that is endemic to south-eastern Australia. It has rough, finely fibrous bark on the trunk and larger branches, smooth bark above, lance-shaped or curved adult leaves, flower buds in groups of eleven or more, white flowers and cup-shaped, hemispherical or conical fruit. Description ''Eucalyptus dives'' is a tree that grows to a height of and forms a lignotuber. The bark on the trunk and larger branches is rough, finely fibrous and greyish and smooth grey on the thinner branches. Young plants and coppice regrowth have leaves arranged in opposite pairs, egg-shaped to heart-shaped or curved, long and wide and sessile. Adult leaves are arranged alternately, lance-shaped to curved, the same slightly glossy or dull green on both sides, long and wide on a petiole long. The flower buds are usually arranged in groups of eleven or more in leaf axils on an unbranched peduncle ...
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Merck Index
''The Merck Index'' is an encyclopedia of chemicals, drugs and biologicals with over 10,000 monograph on single substances or groups of related compounds published online by the Royal Society of Chemistry. History The first edition of the Merck's Index was published in 1889 by the German chemical company Emanuel Merck and was primarily used as a sales catalog for Merck's growing list of chemicals it sold. The American subsidiary was established two years later and continued to publish it. During World War I the US government seized Merck's US operations and made it a separate American "Merck" company that continued to publish the Merck Index. In 2012 the Merck Index was licensed to the Royal Society of Chemistry. An online version of The Merck Index, including historic records and new updates not in the print edition, is commonly available through research libraries. It also includes an appendix with monographs on organic named reactions. The 15th edition was published in A ...
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Sitka Spruce
''Picea sitchensis'', the Sitka spruce, is a large, coniferous, evergreen tree growing to almost tall, with a trunk diameter at breast height that can exceed 5 m (16 ft). It is by far the largest species of spruce and the fifth-largest conifer in the world (behind giant sequoia, coast redwood, kauri, and western red cedar), and the third-tallest conifer species (after coast redwood and coast Douglas fir). The Sitka spruce is one of the few species documented to exceed in height. Its name is derived from the community of Sitka in southeast Alaska, where it is prevalent. Its range hugs the western coast of Canada and the US, continuing south into northernmost California. Description The bark is thin and scaly, flaking off in small, circular plates across. The inner bark is reddish-brown. The crown is broad conic in young trees, becoming cylindric in older trees; old trees may not have branches lower than . The shoots are very pale buff-brown, almost white, and ...
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Ketones
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' is methyl), with the formula . Many ketones are of great importance in biology and in industry. Examples include many sugars ( ketoses), many steroids (e.g., testosterone), and the solvent acetone. Nomenclature and etymology The word ''ketone'' is derived from ''Aketon'', an old German word for ''acetone''. According to the rules of IUPAC nomenclature, ketone names are derived by changing the suffix ''-ane'' of the parent alkane to ''-anone''. Typically, the position of the carbonyl group is denoted by a number, but traditional nonsystematic names are still generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considered ...
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South Africa
South Africa, officially the Republic of South Africa (RSA), is the Southern Africa, southernmost country in Africa. It is bounded to the south by of coastline that stretch along the Atlantic Ocean, South Atlantic and Indian Oceans; to the north by the neighbouring countries of Namibia, Botswana, and Zimbabwe; and to the east and northeast by Mozambique and Eswatini. It also completely Enclave and exclave, enclaves the country Lesotho. It is the southernmost country on the mainland of the Old World, and the List of countries and dependencies by population, second-most populous country located entirely south of the equator, after Tanzania. South Africa is a biodiversity hotspot, with unique biomes, plant and animal life. With over Demographics of South Africa, 60 million people, the country is the world's List of countries and dependencies by population, 24th-most populous nation and covers an area of . South Africa has three capital cities, with the executive, judicial and le ...
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Thymol
Thymol (also known as 2-isopropyl-5-methylphenol, IPMP), , is a natural monoterpenoid phenol derivative of ''p''-Cymene, isomeric with carvacrol, found in oil of thyme, and extracted from ''Thymus vulgaris'' (common thyme), ajwain, and various other plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from ''T. vulgaris''. Thymol is only slightly soluble in water at neutral pH, but it is extremely soluble in alcohols and other organic solvents. It is also soluble in strongly alkaline aqueous solutions due to deprotonation of the phenol. Its dissociation constant ( p''K''a) is . Thymol absorbs maximum UV radiation at 274 nm. Chemical synthesis Thymol is produced by the alkylation of ''m''-cresol and propene: : History Ancient Egyptians used thyme for embalming. The ancient Greeks used it in their baths and burned it as ...
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Menthol
Menthol is an organic compound, more specifically a monoterpenoid, made synthetically or obtained from the oils of corn mint, peppermint, or other mints. It is a waxy, clear or white crystalline substance, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (−)-menthol, which is assigned the (1''R'',2''S'',5''R'') configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol also acts as a weak κ-opioid receptor agonist. Structure Natural menthol exists as one pure stereoisomer, nearly always the (1''R'',2''S'',5''R'') form (bottom left corner of the diagram below). The eight possible stereoisomers are: : In the natural compound, the isopropyl group is in the '' trans'' orientation to both the methyl and hydroxyl groups. Thus, it can be drawn in any of the ways shown: : The (+)- and (−)- enantiomers of menthol are the most stab ...
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Chemical Synthesis
As a topic of chemistry, chemical synthesis (or combination) is the artificial execution of chemical reactions to obtain one or several products. This occurs by physical and chemical manipulations usually involving one or more reactions. In modern laboratory uses, the process is reproducible and reliable. A chemical synthesis involves one or more compounds (known as '' reagents'' or ''reactants'') that will experience a transformation when subjected to certain conditions. Various reaction types can be applied to formulate a desired product. This requires mixing the compounds in a reaction vessel, such as a chemical reactor or a simple round-bottom flask. Many reactions require some form of processing (" work-up") or purification procedure to isolate the final product. The amount produced by chemical synthesis is known as the ''reaction yield''. Typically, yields are expressed as a mass in grams (in a laboratory setting) or as a percentage of the total theoretical quantity ...
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Mentha
''Mentha'' (also known as mint, from Greek , Linear B ''mi-ta'') is a genus of plants in the family Lamiaceae (mint family). The exact distinction between species is unclear; it is estimated that 13 to 24 species exist. Hybridization occurs naturally where some species' ranges overlap. Many hybrids and cultivars are known. The genus has a subcosmopolitan distribution across Europe, Africa - (Southern Africa), Asia, Australia - Oceania, North America and South America. Its species can be found in many environments, but most grow best in wet environments and moist soils. Description Mints are aromatic, almost exclusively perennial herbs. They have wide-spreading underground and overground stolons and erect, square, branched stems. Mints will grow 10–120 cm (4–48 inches) tall and can spread over an indeterminate area. Due to their tendency to spread unchecked, some mints are considered invasive. The leaves are arranged in opposite pairs, from oblong to lanceolate ...
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Monoterpene
Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries. Biosynthesis Monoterpenes are derived biosynthetically from units of isopentenyl pyrophosphate, which is formed from acetyl-CoA via the intermediacy of mevalonic acid in the HMG-CoA reductase pathway. An alternative, unrelated biosynthesis pathway of IPP is known in some bacterial groups and the plastids of plants, the so-called MEP-(2-methyl-D-erythritol-4-phosphate) pathway, which is initiated from C5 sugars. In both pathways, IPP is isomerized to DMAPP by the enzyme isopentenyl pyrophosphate isomerase. Geranyl pyrophosphate is the precu ...
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Andropogon
''Andropogon'' (common names: beard grass, bluestem grass, broomsedge) is a widespread genus of plants in the grass family, native to much of Asia, Africa, and the Americas, as well as southern Europe and various oceanic islands. Over 100 species have been described. Species    Many species once included in ''Andropogon'' are now regarded as better suited to other genera, including '' Agenium'', '' Anadelphia'', ''Apluda'', '' Arthraxon'', ''Bothriochloa'', ''Capeochloa'', ''Capillipedium'', ''Chrysopogon'', ''Cymbopogon'', '' Dichanthium'', ''Diheteropogon'', '' Elionurus'', '' Elymandra'', ''Eragrostis'', '' Eulalia'', '' Garnotia'', ''Gymnopogon'', ''Hemarthria'', '' Heteropogon'', ''Hyparrhenia'', '' Hyperthelia'', '' Ischaemum'', ''Parahyparrhenia'', ''Pentameris'', '' Polytrias'', '' Pseudopogonatherum'', ''Pseudosorghum'', ''Saccharum'', ''Schizachyrium'', ''Sorghastrum'', ''Sorghum'', ''Spodiopogon'', ''Themeda'', and ''Trachy ...
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Cymbopogon
''Cymbopogon'', also known as lemongrass, barbed wire grass, silky heads, Cochin grass, Malabar grass, oily heads, citronella grass or fever grass, is a genus of Asian, African, Australian, and tropical island plants in the grass family. Some species (particularly ''Cymbopogon citratus'') are commonly cultivated as culinary and medicinal herbs because of their scent, resembling that of lemons (''Citrus limon''). The name cymbopogon derives from the Greek words (, 'boat') and (, 'beard') "which mean hatin most species, the hairy spikelets project from boat-shaped spathes." Lemongrass and its oil are believed to possess therapeutic properties. Uses Citronella grass (''Cymbopogon nardus'' and ''Cymbopogon winterianus'') grow to about and have magenta-colored base stems. These species are used for the production of citronella oil, which is used in soaps, as an insect repellent (especially mosquitoes and houseflies) in insect sprays and candles, and aromatherapy. The principa ...
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