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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 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 A civet () is a small, lean, mostly nocturnal mammal native to tropical Asia and Africa, e .... It is also similar in chemical structure to the natural musk scents civetone and muscone. 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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 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's div .... 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 (velvione). It is synthesized from 8-cyclohexadecenone.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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 a synthetic musk used as a perfume fixative and flavor. In order to attract jaguars to camera traps, field biologists have used the Calvin Klein-brand male cologne ''Obsession''. It is believed that the civetone in the cologne resembles a territorial marking.{{cite web, url=http://blogs.scientificamerican.com/thoughtful-animal/2013/10/10/youll-never-guess-how-biologists-lure-jaguars-to-camera-traps/, title=You'll Never Guess How Biologists Lure Jaguars To Camera Traps, work=Scientific American Blog Network See also * 5-Cycl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Macrocycle
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 macrocyclization. The central challenge to macrocyclization is that ring-closing reactions do not favor the formation of large rings. Instead, medium sized rings or polymers tend to form. Early macrocyclizations were achieved ketonic decarboxylations for the preparation of terpenoid macrocycles. So, while Ružička was able to produce various macrocycles, the yields were low. This kinetic problem can be addressed by using high-dilution reactions, whereby intramolecular processes are favored relative to polymerizations. Reactions amenable to high dilution include Dieckmann condensation and related based-induced reactions of esters with remote halides. Some macrocyc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Synthetic Musk
Synthetic musks are a class of synthetic aroma compounds to emulate the scent of deer musk and other animal musks (castoreum and civet). Synthetic musks have a clean, smooth and sweet scent lacking the fecal notes of animal musks. They are used as flavorings and fixatives in cosmetics, detergents, perfumes and foods, supplying the base note of many perfume formulas. Most musk fragrance used in perfumery today is synthetic. Synthetic musks in a narrower sense are chemicals modeled after the main odorants in animal musk: muscone in deer musk, and civetone in civet. Muscone and civetone are macrocyclic ketones. Other structurally distinct compounds with similar odors are also known as musks. Nitro musks An artificial musk was obtained by Albert Baur in 1888 by condensing toluene with isobutyl bromide in the presence of aluminium chloride, and nitrating the product. It was discovered accidentally as a result of Baur's attempts at producing a more effective form of trinitrotoluen ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Saturated And Unsaturated Compounds
A saturated compound is a chemical compound (or ion) that resists addition reactions, such as hydrogenation, oxidative addition, and the binding of a Lewis acids and bases, Lewis base. The term is used in many contexts and classes of chemical compounds. Overall, saturated compounds are less reactive than unsaturated compounds. Saturation is derived from the Latin word ''saturare'', meaning 'to fill'.An unsaturated compound is also a chemical compound (or ion) that attracts reduction reactions, such as dehydrogenation,oxidative reduction Organic chemistry Generally distinct types of unsaturated organic compounds are recognized. For hydrocarbons: *alkene (unsaturated) vs alkane (saturated) *alkyne (unsaturated) vs alkane (saturated) *arene (unsaturated) vs cycloalkane (saturated) For organic compounds containing heteroatoms (other than C and H), the list of unsaturated groups is long but some common types are: *carbonyl, e.g. ketones, aldehydes, esters, carboxylic acids (unsatura ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Structural Analog
A structural analog, also known as a chemical analog or simply an analog, is a chemical compound, compound having a chemical structure, structure similar to that of another compound, but differing from it in respect to a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are often isoelectronicity, isoelectronic. Despite a high chemical similarity, structural analogs are not necessarily functional analog (chemistry), functional analogs and can have very different physical, chemical, biochemical, or pharmacological properties. In drug discovery, either a large series of structural analogs of an initial lead compound are created and tested as part of a structure–activity relationship study or a database is virtual screening, screened for structural analogs of a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Muscone
Muscone is a macrocycle, macrocyclic ketone, an organic compound that is the primary contributor to the odor of deer musk. 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 and for scenting consumer products today is synthetic. It has the characteristic smell of being "musky". Chemical structure and synthesis The chemical structure of muscone was first elucidated by Leopold Ružička. It is 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. One asymmetric synthesis of (−)-muscone begins with commercially av ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cis–trans Isomerism
''Cis''–''trans'' isomerism, also known as geometric isomerism, describes certain arrangements of atoms within molecules. The prefixes "''cis''" and "''trans''" are from Latin: "this side of" and "the other side of", respectively. In the context of chemistry, ''cis'' indicates that the functional groups (substituents) are on the same side of some plane, while ''trans'' conveys that they are on opposing (transverse) sides. ''Cis''–''trans'' isomers are stereoisomers, that is, pairs of molecules which have the same formula but whose functional groups are in different orientations in three-dimensional space. ''Cis'' and ''trans'' isomers occur both in organic molecules and in inorganic coordination complexes. ''Cis'' and ''trans'' descriptors are not used for cases of conformational isomerism where the two geometric forms easily interconvert, such as most open-chain single-bonded structures; instead, the terms "''syn''" and "''anti''" are used. According to IUPAC, "geome ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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. Like its smaller analogs but unlike the larger ones, it has a camphor-like odor. History and synthesis It was first obtained by Ružička et al. in 1926 by ketonic decarboxylation. A higher-yield method by acyloin condensation was devised by Prelog et al. in 1947. It is now industrially produced by the oxidation of cyclododecane via cyclododecanol. Uses Cyclododecanone is oxidized on an industrial scale to give the corresponding dicarboxylic acid 1,12- dodecanedioic acid and laurolactam, which are precursors to certain specialized nylons. It is also precursor 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 A civet () is a small, lean, mostly nocturnal mammal native to tropical Asia and Africa, e ..., which ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Macrocycles
Macrocycles are often described as molecules and ions containing a Ring (chemistry), 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 macrocyclization. The central challenge to macrocyclization is that ring-closing reactions do not favor the formation of large rings. Instead, medium sized rings or polymers tend to form. Early macrocyclizations were achieved ketonic decarboxylations for the preparation of terpenoid macrocycles. So, while Ružička was able to produce various macrocycles, the yields were low. This kinetic problem can be addressed by using high-dilution reactions, whereby intramolecular processes are favored relative to polymerizations. Reactions amenable to high dilution include Dieckmann condensation and related based-induced reactions of esters with remote halides. So ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ketones
In organic chemistry, a ketone is an organic compound with the structure , where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group (a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' are methyl), with the formula . Many ketones are of great importance in biology and 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 retained IUPAC names, although some introd ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
