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Cyclohexadecanone
Cyclohexadecanone is an organic compound with the formula (CH2)15CO. It is a cyclic ketone, which is a minor component of the musk scent of the civet. Several related derivatives are also important in the fragrance industry, especially those with alkene group in the backbone such as civetone, muscone, and 5-cyclohexadecenone 5-Cyclohexadecenone is a macrocyclic synthetic musk with the chemical formula C16H28O. It is an unsaturated analog of cyclohexadecanone. It is also similar in chemical structure to the natural musk scents civetone and muscone. 5-Cyclohexadecen ... (velvione). It is synthesized from cyclododecanone.Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim. References {{Reflist Perfume ingredients Macrocycles Mammalian pheromones Cycloalkanones ...
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5-Cyclohexadecenone
5-Cyclohexadecenone is a macrocyclic synthetic musk with the chemical formula C16H28O. It is an unsaturated analog of cyclohexadecanone. It is also similar in chemical structure to the natural musk scents civetone and muscone Muscone is an organic compound that is the primary contributor to the odor of musk. The chemical structure of muscone was first elucidated by Leopold Ružička. It consists of a 15-membered ring ketone with one methyl substituent in the 3-positi .... 5-Cyclohexadecenone has a strong musk scent with floral, amber, and civet tones. It is used as a substitute for natural musk in perfumes, cosmetics, and soaps. Trade names include Ambretone, Velvione, and TM-II. 5-Cyclohexadecenone can exist as either of two ''cis''/''trans'' isomers and the commercial product is typically a mixture of the two. It can be synthesized in a four-step sequence from cyclododecanone. References Macrocycles Ketones Perfume ingredients {{organic-compound-stub ...
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Civet (perfumery)
Civet (''Zibeth''; ''Zibet''; ''Zibetum''), also known as civet musk and civet oil, is the glandular secretion produced by both sexes of Viverridae species. Production A number of viverrid species secrete civet oil in their perineal glands, including the African civet (''Civettictis civetta''), large Indian civet (''Viverra zibetha'') and small Indian civet (''Viverricula indica''). Most civet is produced in African farms, where African civets are kept in cages for this purpose. African civets typically produce three to four grams of civet per week. In 2000, civet sold for about five hundred dollars per kilogram. Civet is a soft, almost liquid material. It is pale yellow when fresh, darkening in the light and becoming salve-like in consistency. Its odor is strong, even putrid as a pure substance, but once diluted it is pleasantly and sweetly aromatic. It is prepared for use in perfumery by solvent extraction to yield either a tincture (10 or 20 percent), an absolute, or a ...
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Cyclododecanone
Cyclododecanone is an organic compound with the formula (CH2)11CO. It is a cyclic ketone that exists as a white solid at room temperature. It is produced by the oxidation of cyclododecane via cyclododecanol. Cyclododecanone is mainly consumed as a precursor to 1,12-dodecanedioic acid and laurolactam, which are precursors to certain specialized nylons. Small amounts are also converted to cyclohexadecanone Cyclohexadecanone is an organic compound with the formula (CH2)15CO. It is a cyclic ketone, which is a minor component of the musk scent of the civet. Several related derivatives are also important in the fragrance industry, especially those ..., which is used in some fragrances.Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim. References Perfume ingredients Macrocycles Mammalian pheromones Cycloalkanones {{Ketone-stub ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Livin ...
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Cyclic Ketone
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 co ...
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Civet
A civet () is a small, lean, mostly nocturnal mammal native to tropical Asia and Africa, especially the tropical forests. The term civet applies to over a dozen different species, mostly from the family Viverridae. Most of the species diversity is found in southeast Asia. The best-known species is the African civet, ''Civettictis civetta'', which historically has been the main species from which a musky scent used in perfumery, also referred to as " civet", was obtained. Naming The common name is used for a variety of carnivoran mammal species, mostly of the family Viverridae. The African palm civet (''Nandinia binotata'') is genetically distinct and belongs in its own monotypic family, Nandiniidae. Civets are also called "toddycats" in English, "Mara Patti" in Malayalam, "musang" in Malay and Indonesian, and ''urulǣvā'' () in Sinhalese. There can be confusion among speakers of Malay because the indigenous word "musang" has been mistakenly applied to foxes by printed m ...
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Civetone
Civetone is a macrocyclic ketone and the main odorous constituent of civet oil. It is a pheromone sourced from the African civet. It has a strong musky odor that becomes pleasant at extreme dilutions. Civetone is closely related to muscone, the principal odoriferous compound found in musk; the structure of both compounds was elucidated by Leopold Ružička. Today, civetone can be synthesized from precursor chemicals found in palm oil. Uses Civetone is used as a perfume fixative and flavor. In order to attract jaguars to camera traps, field biologists have used the cologne Cologne ( ; german: Köln ; ksh, Kölle ) is the largest city of the German western state of North Rhine-Westphalia (NRW) and the fourth-most populous city of Germany with 1.1 million inhabitants in the city proper and 3.6 millio ... Calvin Klein's Obsession For Men. It is believed that the civetone in the cologne resembles a territorial marking.{{cite web, url=http://blogs.scientificameri ...
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Muscone
Muscone is an organic compound that is the primary contributor to the odor of musk. The chemical structure of muscone was first elucidated by Leopold Ružička. It consists of a 15-membered ring ketone with one methyl substituent in the 3-position. It is an oily liquid that is found naturally as the (−)-enantiomer, (''R'')-3-methylcyclopentadecanone. Muscone has been synthesized as the pure (−)-enantiomer as well as the racemate. It is very slightly soluble in water and miscible with alcohol. Natural muscone is obtained from musk, a glandular secretion of the musk deer, which has been used in perfumery and medicine for thousands of years. Since obtaining natural musk requires killing the endangered animal, nearly all muscone used in perfumery today is synthetic. It has the characteristic smell of being "musky". One asymmetric synthesis of (−)-muscone begins with commercially available (+)- citronellal, and forms the 15-membered ring via ring-closing metathesis: A more ...
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Perfume Ingredients
Perfume (, ; french: parfum) is a mixture of fragrant essential oils or aroma compounds (fragrances), fixatives and solvents, usually in liquid form, used to give the human body, animals, food, objects, and living-spaces an agreeable scent. The 1939 Nobel Laureate for Chemistry, Leopold Ružička stated in 1945 that "right from the earliest days of scientific chemistry up to the present time, perfumes have substantially contributed to the development of organic chemistry as regards methods, systematic classification, and theory." Ancient texts and archaeological excavations show the use of perfumes in some of the earliest human civilizations. Modern perfumery began in the late 19th century with the commercial synthesis of aroma compounds such as vanillin or coumarin, which allowed for the composition of perfumes with smells previously unattainable solely from natural aromatics. History The word ''perfume'' derives from the Latin ''perfumare'', meaning "to smoke through" ...
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Macrocycles
Macrocycles are often described as molecules and ions containing a ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry. Synthesis The formation of macrocycles by ring-closure is called macrocylization. Pioneering work was reported for studies on terpenoid macrocycles. The central challenge to macrocyclization is that ring-closing reactions do not favor the formation of large rings. Instead, small rings or polymers tend to form. This kinetic problem can be addressed by using high-dilution reactions, whereby intramolecular processes are favored relative to polymerizations. Some macrocyclizations are favored using template reactions. Templates are ions, molecules, surfaces etc. that bind and pre-organize compounds, guiding them toward formation of a particular ring size. The crown ethers are often generated in the presence of an alkali metal cation, ...
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Mammalian Pheromones
Mammals () are a group of vertebrate animals constituting the class Mammalia (), characterized by the presence of mammary glands which in females produce milk for feeding (nursing) their young, a neocortex (a region of the brain), fur or hair, and three middle ear bones. These characteristics distinguish them from reptiles (including birds) from which they diverged in the Carboniferous, over 300 million years ago. Around 6,400 extant species of mammals have been described divided into 29 orders. The largest orders, in terms of number of species, are the rodents, bats, and Eulipotyphla (hedgehogs, moles, shrews, and others). The next three are the Primates (including humans, apes, monkeys, and others), the Artiodactyla (cetaceans and even-toed ungulates), and the Carnivora (cats, dogs, seals, and others). In terms of cladistics, which reflects evolutionary history, mammals are the only living members of the Synapsida (synapsids); this clade, together with Saur ...
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