Bornyl
Borneol is a bicyclic organic compound and a terpene derivative. The hydroxyl group in this compound is placed in an '' endo'' position. The exo diastereomer is called isoborneol. Being chiral, borneol exists as enantiomers, both of which are found in nature. Reactions Borneol is oxidized to the ketone (camphor). Occurrence The compound was named in 1842 by the French chemist Charles Frédéric Gerhardt. Borneol can be found in several species of ''Heterotheca'', ''Artemisia'', ''Rosmarinus officinalis'' (rosemary) ''Dipterocarpaceae'', ''Blumea balsamifera'' and ''Kaempferia galanga''. It is one of the chemical compounds found in castoreum. This compound is gathered from the beaver's plant food. Synthesis Borneol can be synthesized by reduction of camphor by the Meerwein–Ponndorf–Verley reduction (a reversible process). Reduction of camphor with sodium borohydride (fast and irreversible) gives instead the diastereomer isoborneol. : Uses Whereas ''d''-borneol was th ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Camphor
Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the kapur tree ( ''Dryobalanops'' sp.), a tall timber tree from South East Asia. It also occurs in some other related trees in the laurel family, notably '' Ocotea usambarensis''. Rosemary leaves (''Rosmarinus officinalis'') contain 0.05 to 0.5% camphor, while camphorweed (''Heterotheca'') contains some 5%. A major source of camphor in Asia is camphor basil (the parent of African blue basil). Camphor can also be synthetically produced from oil of turpentine. The compound is chiral, existing in two possible enantiomers as shown in the structural diagrams. The structure on the left is the naturally occurring (+)-camphor ((1''R'',4''R'')-bornan-2-one), while its mirror image shown on the right is the (−)-camphor ((1''S'',4''S'')-bornan-2-one). ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Isoborneol
Isoborneol is a bicyclic organic compound and a terpene derivative. The hydroxyl group in this compound is placed in an ''Endo-exo isomerism, exo'' position. The endo diastereomer is called borneol. Being chiral, isoborneol exists as enantiomers. Preparation Isoborneol is synthesized commercially by hydrolysis of isobornyl acetate. The latter is obtained from treatment of camphene with acetic acid in the presence of a strong acid catalyst. It can also be produced by reduction of camphor: : Isoborneol derivatives as chiral ligands Derivatives of isoborneol are used as ligands in asymmetric synthesis. * (2''S'')-(−)-3-''exo''-(morpholino)isoborneol or MIB with a morpholine substituent in the α-hydroxyl position. * (2''S'')-(−)-3-''exo''-(dimethylamino)isoborneol or DAIB with a amine, dimethylamino substituent in the α-hydroxyl position References {{Reflist Secondary alcohols Monoterpenes Bicyclic compounds Cyclopentanes ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Organic Oxidation
Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds. In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer.March Jerry; (1985). Advanced Organic Chemistry reactions, mechanisms and structure (3rd ed.). New York: John Wiley & Sons, inc. Instead the relevant criterion for organic oxidation is gain of oxygen and/or loss of hydrogen, respectively.''Organic Redox Systems: Synthesis, Properties, and Applications'', Tohru Nishinaga 2016 Simple functional groups can be arranged in order of increasing oxidation state. The oxidation numbers are only an approximation: When methane is oxidized to carbon dioxide its oxidation number changes from −4 to +4. Classical reductions include alkene reduction to alkanes and classical oxidations include oxidation of alcohols to aldehydes. In oxidations ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Sodium Borohydride
Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula Na BH4. This white solid, usually encountered as an aqueous basic solution, is a reducing agent that finds application in papermaking and dye industries. It is also used as a reagent in organic synthesis. The compound was discovered in the 1940s by H. I. Schlesinger, who led a team seeking volatile uranium compounds.Hermann I Schlesinger and Herbert C Brown (1945)Preparation of alkali metal compounds. US Patent 2461661. Granted on 1949-02-15; expired on 1966-02-15. Results of this wartime research were declassified and published in 1953. Properties The compound is soluble in alcohols, certain ethers, and water, although it slowly hydrolyzes. Sodium borohydride is an odorless white to gray-white microcrystalline powder that often forms lumps. It can be purified by recrystallization from warm (50 °C) diglyme. Sodium borohydride is soluble ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Meerwein–Ponndorf–Verley Reduction
The Meerwein–Ponndorf–Verley (MPV) reduction in organic chemistry is the reduction of ketones and aldehydes to their corresponding alcohols utilizing aluminium alkoxide catalysis in the presence of a sacrificial alcohol. The advantages of the MPV reduction lie in its high chemoselectivity, and its use of a cheap environmentally friendly metal catalyst. The MPV reduction was independently discovered Albert Verley and the team of Hans Meerwein and Rudolf Schmidt in 1925. They found that a mixture of aluminium ethoxide and ethanol could reduce aldehydes to their alcohols. Ponndorf applied the reaction to ketones and upgraded the catalyst to aluminium isopropoxide in isopropanol. Mechanism The MPV reduction is believed to go through a catalytic cycle involving a six-member ring transition state as shown in Figure 2. Starting with the aluminium alkoxide 1, a carbonyl oxygen is coordinated to achieve the tetra coordinated aluminium intermediate 2. Between intermediates 2 and 3 t ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Organic Reduction
Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds. In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer.March Jerry; (1985). Advanced Organic Chemistry reactions, mechanisms and structure (3rd ed.). New York: John Wiley & Sons, inc. Instead the relevant criterion for organic oxidation is gain of oxygen and/or loss of hydrogen, respectively.''Organic Redox Systems: Synthesis, Properties, and Applications'', Tohru Nishinaga 2016 Simple functional groups can be arranged in order of increasing oxidation state. The oxidation numbers are only an approximation: When methane is oxidized to carbon dioxide its oxidation number changes from −4 to +4. Classical reductions include alkene reduction to alkanes and classical oxidations include oxidation of alcohols to aldehydes. In oxidations ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Castoreum
Castoreum is a yellowish exudate from the castor sacs of mature beavers. Beavers use castoreum in combination with urine to scent mark their territory. Both beaver sexes have a pair of castor sacs and a pair of anal glands, located in two cavities under the skin between the pelvis and the base of the tail. The castor sacs are not true glands ( endocrine or exocrine) on a cellular level, hence references to these structures as preputial glands, castor glands, or scent glands are misnomers. It is used as a tincture in some perfumesInternational Perfume Museum, Grasse, France, Website: and was sometimes used as a food additive in the early 1900s. The sacs brought per ounce when auctioned at the May–June 2016 North American Fur Auction. Chemical composition At least 24 compounds are known constituents of beaver castoreum. Several of these have pheromonal activity, of which the phenols 4-ethylphenol and catechol and the ketones acetophenone and 3-hydroxyacetophenone were s ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Kaempferia Galanga
''Kaempferia galanga'', commonly known as kencur, aromatic ginger, sand ginger, cutcherry, is a monocotyledonous plant in the ginger family, and one of four plants called galangal. It is found primarily in open areas in Indonesia, southern China, Taiwan, Cambodia, and India, but is also widely cultivated throughout Southeast Asia. Culinary and medical use ''Kaempferia galanga'' is used as a spice in cooking in Indonesia, where it is called ''kencur'' ('cekur' in Malaysia), and especially in Javanese and Balinese cuisines. ''Beras kencur'', which combines dried ''K. galanga'' powder with rice flour, is a particularly popular ''jamu'' herbal drink. Its leaves are also used in the Malay rice dish, ''nasi ulam''. Unlike the similar ''Boesenbergia rotunda'' (Thai กระชาย ''krachai''), ''K. galanga'' is not commonly used in Thai cuisine, but can be bought as a dried rhizome or in powder form at herbal medicine stalls. It is known in Thai as ''proh horm'' (เปรา ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Blumea Balsamifera
''Blumea balsamifera'' is a flowering plant belonging to the genus ''Blumea'' of the family Asteraceae. It is also known as Ngai camphor and sambong (also sembung). Description In the Philippines, where it is most commonly known as sambong, ''Blumea balsamifera'' is used in traditional herbal medicine for the common cold and as a diuretic. It is also used for infected wounds, respiratory tract infection, respiratory infections, and stomach pains in Thailand, Thai and China, Chinese traditional medicine, folk medicine. The genus ''Blumea'' is found in the tropical and sub-tropical zones of Asia, especially the Indian Subcontinent and Southeast Asia. ''Blumea balsamifera'' is one of its species that is used in Southeast Asia. A weed, this plant is a ruderal species that often grows on disturbed land,Sambo ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Dipterocarpaceae
Dipterocarpaceae is a family of 16 genera and about 695 known species of mainly tropical lowland rainforest trees. The family name, from the type genus ''Dipterocarpus'', is derived from Greek (''di'' = two, ''pteron'' = wing and ''karpos'' = fruit) and refers to the two-winged fruit. The largest genera are ''Shorea'' (196 species), ''Hopea'' (104 species), ''Dipterocarpus'' (70 species), and ''Vatica'' (65 species).Ashton, P.S. Dipterocarpaceae. In ''Tree Flora of Sabah and Sarawak,'' Volume 5, 2004. Soepadmo, E., Saw, L. G. and Chung, R. C. K. eds. Government of Malaysia, Kuala Lumpur, Malaysia. Many are large forest-emergent species, typically reaching heights of 40–70 m, some even over 80 m (in the genera ''Dryobalanops'', ''Hopea'' and ''Shorea''), with the tallest known living specimen (''Shorea faguetiana'') 93.0 m tall. The species of this family are of major importance in the timber trade. Their distribution is pantropical, from northern South America to Africa, the Se ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Callicarpa
''Callicarpa'' (beautyberry) is a genus of shrubs and small trees in the family Lamiaceae.Heywood, V.H., Brummitt, R.K., Culham, A. & Seberg, O. 2007: Flowering Plant Families of the World. Royal Botanic Gardens, Kew. They are native to east and southeast Asia (where the majority of the species occur), Australia, Madagascar, southeast North America and South America. Growth The temperate species are deciduous, the tropical species evergreen. The leaves are simple, opposite, and 5–25 cm long. The flowers are in clusters, white to pinkish. The fruit is a berry, 2–5 mm diameter and pink to red-purple with a highly distinctive metallic lustre, are very conspicuous in clusters on the bare branches after the leaves fall. The berries last well into the winter or dry season and are an important survival food for birds and other animals, though they will not eat them until other sources are depleted. The berries are highly astringent but are made into wine and jelly. ''Call ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Rosemary
''Salvia rosmarinus'' (), commonly known as rosemary, is a shrub with fragrant, evergreen, needle-like leaves and white, pink, purple, or blue flowers, native plant, native to the Mediterranean Region, Mediterranean region. Until 2017, it was known by the scientific name ''Rosmarinus officinalis'' (), now a Synonym (taxonomy), synonym. It is a member of the sage family Lamiaceae, which includes many other medicinal and culinary herbs. The name "rosemary" derives from Latin ("dew of the sea"). Rosemary has a fibrous root system. Description Rosemary is an aromatic evergreen shrub with leaves similar to Tsuga, hemlock needles. It is native to the Mediterranean and Asia, but is reasonably hardy in cool climates. Special cultivars like 'Arp' can withstand winter temperatures down to about . It can withstand droughts, surviving a severe lack of water for lengthy periods. In some parts of the world, it is considered a potentially invasive species. The seeds are often difficult to s ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |