Formose Reaction
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Formose Reaction
The formose reaction, discovered by Aleksandr Butlerov in 1861, and hence also known as the Butlerov reaction, involves the formation of sugars from formaldehyde. The term formose is a portmanteau of formaldehyde and aldose. Reaction and mechanism The reaction is catalyzed by a base (chemistry), base and a divalent metal such as calcium. The intermediary steps taking place are aldol reactions, Reverse aldol reaction, reverse aldol reactions, and aldose-ketose isomerizations. Intermediates are glycolaldehyde, glyceraldehyde, dihydroxyacetone, and tetrose sugars. In 1959, Ronald Breslow, Breslow proposed a mechanism for the reaction, consisting of the following steps: The reaction exhibits an induction period, during which only the nonproductive Cannizzaro reaction, Cannizzaro disproportionation of formaldehyde (to methanol and formate) occurs. The initial dimerization of formaldehyde to give glycolaldehyde (1) occurs via an unknown mechanism, pos ...
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Aleksandr Butlerov
Alexander Mikhaylovich Butlerov (Алекса́ндр Миха́йлович Бу́тлеров; 15 September 1828 – 17 August 1886) was a Russian chemist, one of the principal creators of the theory of chemical structure (1857–1861), the first to incorporate double bonds into structural formulas, the discoverer of hexamine (1859), the discoverer of formaldehyde (1859) and the discoverer of the formose reaction (1861). He first proposed the idea of possible tetrahedral arrangement of valence bonds in carbon compounds in 1862. The crater Butlerov on the Moon is named after him. Alexander Butlerov was born in Chistopol Chistopol (russian: Чи́стополь; tt-Cyrl, Чистай, ''Çistay''; cv, Чистай, ''Çistay'') is a town in Tatarstan, Russia, located on the left bank of the Kuybyshev Reservoir, on the Kama River. As of the 2010 Census, its p ... into a landowning family. References * * * * * 1828 births 1886 deaths People from Chi ...
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