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Birch reduction of benzene, also available in animated form. The reaction is known to be third order – first order in the aromatic, first order in the alkali metal, and first order in the alcohol. [4] This requires that the rate-limiting step be the conversion of radical anion B to the cyclohexadienyl radical C. Birch reduction of anisole.
A dearomatization reaction is an organic reaction in which the reactants are arenes and the products permanently lose their aromaticity. [1] It is of some importance in synthetic organic chemistry for the organic synthesis of new building blocks [ 1 ] and in total synthesis . [ 2 ]
The reaction product is a derivative of benzene. Scheme 1. Bergman cyclization. The reaction proceeds by a thermal reaction or pyrolysis (above 200 °C) forming a short-lived and very reactive para-benzyne biradical species. It will react with any hydrogen donor such as 1,4-cyclohexadiene which converts to benzene.
In this way, over reduction to the fully saturated ring is avoided. 1,4-Cyclohexadiene and its derivatives are easily aromatized, the driving force being the formation of an aromatic ring. The conversion to an aromatic system may be used to trigger other reactions, such as the Bergman cyclization .
Benzene is an organic chemical compound with the molecular ... The most common reactions of benzene involve substitution of a proton by ... Birch reduction, ...
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Michaelis–Arbuzov reaction; Midland Alpine borane reduction; Mignonac reaction; Milas hydroxylation of olefins; Minisci reaction; Mislow–Evans rearrangement; Mitsunobu reaction; Miyaura borylation; Modified Wittig-Claisen tandem reaction; Molisch's test; Mozingo reduction; Mukaiyama aldol addition (Mukaiyama reaction) Mukaiyama hydration ...