Orcin
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Orcin
Orcinol is an organic compound with the formula CH3C6H3(OH)2. It occurs in many species of lichens including ''Roccella tinctoria'' and ''Lecanora''. Orcinol has been detected in the "toxic glue" of the ant species ''Camponotus saundersi''. It is a colorless solid. It is related to resorcinol, 1,3-C6H4(OH)2. Synthesis and reactions Orcinol was first prepared by dehydroacetic acid, a conversion that involved ring-opening of the pyrone to a triketone. This early experiment helped establish the rich condensation chemistry of polyketides. It can be obtained by fusing extract of aloes with potash, followed by acidification. It undergoes O-methylation with dimethylsulfate. It is used in the production of the dye orcein and as a reagent in some chemical tests for pentoses, such as Bial's Test. It may be synthesized from toluene; more interesting is its production when acetone dicarboxylic ester is condensed with the aid of sodium. It crystallizes in colorless prisms with one molec ...
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Orcin Merck 820933
Orcinol is an organic compound with the formula CH3C6H3(OH)2. It occurs in many species of lichens including ''Roccella tinctoria'' and ''Lecanora''. Orcinol has been detected in the "toxic glue" of the ant species '' Camponotus saundersi''. It is a colorless solid. It is related to resorcinol, 1,3-C6H4(OH)2. Synthesis and reactions Orcinol was first prepared by dehydroacetic acid, a conversion that involved ring-opening of the pyrone to a triketone. This early experiment helped establish the rich condensation chemistry of polyketides. It can be obtained by fusing extract of aloes with potash, followed by acidification. It undergoes O- methylation with dimethylsulfate. It is used in the production of the dye orcein and as a reagent in some chemical tests for pentoses, such as Bial's Test. It may be synthesized from toluene; more interesting is its production when acetone dicarboxylic ester is condensed with the aid of sodium. It crystallizes in colorless prisms with one ...
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Resorcinol
Resorcinol (or resorcin) is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or '' meta''-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide. Production Resorcinol is produced in several steps from benzene, starting with dialkylation with propylene to give 1,3-diisopropylbenzene. Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol. Resorcinol is an expensive chemical, produced in only a very few locations around the world (to date only four commercial plants are known to be operative: in the United States, Germany,China and Japan), and as such it is the determining factor in the cost of PRF adhesives. Many additional routes exist for resorcinol. It was formerly produced by disulfonation of benzene followed by hydrolysis of the 1,3-disulfonate. This meth ...
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Orcein
Orcein, also archil, orchil, lacmus and C.I. Natural Red 28, are names for dyes extracted from several species of lichen, commonly known as "orchella weeds", found in various parts of the world. A major source is the archil lichen, '' Roccella tinctoria''. Orcinol is extracted from such lichens. It is then converted to orcein by ammonia and air. In traditional dye-making methods, urine was used as the ammonia source. If the conversion is carried out in the presence of potassium carbonate, calcium hydroxide, and calcium sulfate (in the form of potash, lime, and gypsum in traditional dye-making methods), the result is litmus, a more complex molecule. The manufacture was described by Cocq in 1812 and in the UK in 1874. Edmund Roberts noted orchilla as a principal export of the Cape Verde islands, superior to the same kind of "moss" found in Italy or the Canary Islands, that in 1832 was yielding an annual revenue of $200,000. Commercial archil is either a powder (called cudbear) or a ...
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Roccella Tinctoria
''Roccella tinctoria'' is a lichenised species of fungus in the genus ''Roccella'', homotypic synonym of ''Lecanora tinctoria'' (DC.) Czerwiak., 1849. It was first described by Augustin Pyramus de Candolle in 1805. It has the following varieties: * ''R. t.'' var. ''portentosa'' * ''R. t.'' var. ''subpodicellata'' * ''R. t.'' var. ''tinctoria'' and formae: * ''R. t.'' f. ''complanata'' * ''R. t.'' f. ''tinctoria'' Uses It is used to make litmus, a mixture of several organic compounds. Lichen has been used for centuries to make dyes. This includes royal purple colors derived from roccella tinctoria, also known as orseille. The process of making this dye was a secret and lead to the wealth of the weavers of Grainville-la-Teinturière and the Rucellai family of Florence, whose family name is related with the latin name of the plant, ''oricellum''. There has been speculation that the abundance of roccella tinctoria on the Canary Islands offered a profit motive for Jean de Béth ...
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Camponotus Saundersi
''Colobopsis saundersi'', synonym ''Camponotus saundersi'', is a species of ant found in Malaysia and Brunei, belonging to the genus ''Colobopsis''. A worker can explode suicidally and aggressively as an ultimate act of defense, an ability it has in common with several other species in this genus and a few other insects. The ant has an enormously enlarged mandibular (jaw) gland, many times the size of a normal ant, which produces defense adhesive secretions. According to a 2018 study, this species forms a species complex and is probably related to '' C. explodens'', which is part of the '' C. cylindrica'' group. Defenses Its defensive behaviours include self-destruction by autothysis, a term coined by Maschwitz and Maschwitz (1974). Two oversized, poison-filled mandibular glands run the entire length of the ant's body. When combat takes a turn for the worse, the worker ant violently contracts its abdominal muscles to rupture its gaster at the intersegmental fold, which also burs ...
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Orcein
Orcein, also archil, orchil, lacmus and C.I. Natural Red 28, are names for dyes extracted from several species of lichen, commonly known as "orchella weeds", found in various parts of the world. A major source is the archil lichen, '' Roccella tinctoria''. Orcinol is extracted from such lichens. It is then converted to orcein by ammonia and air. In traditional dye-making methods, urine was used as the ammonia source. If the conversion is carried out in the presence of potassium carbonate, calcium hydroxide, and calcium sulfate (in the form of potash, lime, and gypsum in traditional dye-making methods), the result is litmus, a more complex molecule. The manufacture was described by Cocq in 1812 and in the UK in 1874. Edmund Roberts noted orchilla as a principal export of the Cape Verde islands, superior to the same kind of "moss" found in Italy or the Canary Islands, that in 1832 was yielding an annual revenue of $200,000. Commercial archil is either a powder (called cudbear) or a ...
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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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Fluorescein
Fluorescein is an organic compound and dye based on the xanthene tricyclic structural motif, formally belonging to triarylmethine dyes family. It is available as a dark orange/red powder slightly soluble in water and alcohol. It is widely used as a fluorescent tracer for many applications. The color of its aqueous solutions is green by reflection and orange by transmission (its spectral properties are dependent on pH of the solution), as can be noticed in bubble levels, for example, in which fluorescein is added as a colorant to the alcohol filling the tube in order to increase the visibility of the air bubble contained within (thus enhancing the precision of the instrument). More concentrated solutions of fluorescein can even appear red (because under these conditions nearly all incident emission is re-absorbed by the solution). It is on the World Health Organization's List of Essential Medicines. Uses Fluorescein sodium, the sodium salt of fluorescein, is used extensivel ...
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Phthalic Anhydride
Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. It is the anhydride of phthalic acid. Phthalic anhydride is a principal commercial form of phthalic acid. It was the first anhydride of a dicarboxylic acid to be used commercially. This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year. Synthesis and production Phthalic anhydride was first reported in 1836 by Auguste Laurent. Early procedures involved liquid-phase mercury-catalyzed oxidation of naphthalene. The modern industrial variant process instead uses vanadium pentoxide (V2O5) as the catalyst in a gas-phase reaction with naphthalene using molecular oxygen. The overall process involves oxidative cleavage of one of the rings and loss of two of the carbon atoms as carbon dioxide. An alternative process involves oxidation of the two meth ...
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Natural Dye
Natural dyes are dyes or colorants derived from plants, invertebrates, or minerals. The majority of natural dyes are vegetable dyes from plant sources—roots, berries, bark, leaves, and wood—and other biological sources such as fungi. Archaeologists have found evidence of textile dyeing dating back to the Neolithic period. In China, dyeing with plants, barks and insects has been traced back more than 5,000 years.Goodwin (1982), p. 11. The essential process of dyeing changed little over time. Typically, the dye material is put in a pot of water and heated to extract the dye compounds into solution with the water. Then the textiles to be dyed are added to the pot, and held at heat until the desired color is achieved. Textile fibre may be dyed before spinning or weaving ("dyed in the wool"), after spinning ("yarn-dyed") or after weaving ("piece-dyed"). Many natural dyes require the use of substances called mordants to bind the dye to the textile fibres. Mordants (from the Lat ...
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Creosol
Creosol is a chemical compound with the molecular formula C8H10O2. It is one of the components of creosote. Compared with phenol, creosol is a less toxic disinfectant. Sources Sources of creosol include: * Coal tar creosote * Wood creosote * Reduction product of vanillin using zinc powder in strong hydrochloric acid (Clemmensen reduction) * Found as glycosides in green vanilla beans * It is also found in tequila.Characterization of volatile compounds from ethnic Agave alcoholic beverages by gas chromatography-mass spectrometry. León-Rodríguez, A. de, Escalante-Minakata, P., Jiménez-García, M. I., Ordoñez-Acevedo, L. G., Flores Flores, J. L. and Barba de la Rosa, A. P., Food Technology and Biotechnology, 2008, Volume 46, Number 4, pages 448-455abstract) Reactions Creosol reacts with hydrogen halides to give a catechol. : See also * Vanillin Vanillin is an organic compound with the molecular formula . It is a phenolic aldehyde. Its functional groups include aldehyd ...
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