tautomer

tautomer

tautomer , one of two or more structural isomers that exist in equilibrium and are readily converted from one isomeric form to another. Of the various types of tautomerism that are possible, two are commonly observed. In keto-enol tautomerism a simultaneous shift of electrons and a hydrogen atom occurs; it was first observed by K. Meyer in the ethyl ester of 3-oxobutanoic acid (ethyl acetoacetate), which occurs naturally as a mixture of the two forms. Ring-chain tautomerism, first recognized by Emil Fischer, is exhibited by glucose. It arises as a result of the aldehyde group (-CHO) in a sugar chain molecule reacting with one of the hydroxy groups (-OH) in the same molecule to give it a cyclic (ring-shaped) form.

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"tautomer." The Columbia Encyclopedia, 6th ed.. 2011. Encyclopedia.com. 31 May. 2012 <http://www.encyclopedia.com>.

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tautomer

tau·to·mer / ˈtôtəmər/ • n. Chem. each of two or more isomers of a compound that exist together in equilibrium, and are readily interchanged by migration of an atom or group within the molecule. DERIVATIVES: tau·to·mer·ic / ˌtôtəˈmerik/ adj. tau·tom·er·ism / tôˈtäməˌrizəm/ n.

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"tautomer." The Oxford Pocket Dictionary of Current English. 2009. Encyclopedia.com. 31 May. 2012 <http://www.encyclopedia.com>.

"tautomer." The Oxford Pocket Dictionary of Current English. 2009. Encyclopedia.com. (May 31, 2012). http://www.encyclopedia.com/doc/1O999-tautomer.html

"tautomer." The Oxford Pocket Dictionary of Current English. 2009. Retrieved May 31, 2012 from Encyclopedia.com: http://www.encyclopedia.com/doc/1O999-tautomer.html

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tautomer. (Image by Bstlee, GFDL)