• The Cannizzaro reaction, named after its discoverer Stanislao Cannizzaro, is a chemical reaction which involves the base-induced disproportionation of...
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    famous for the Cannizzaro reaction and for his influential role in the atomic-weight deliberations of the Karlsruhe Congress in 1860. Cannizzaro was born in...
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  • Thumbnail for Aldol condensation
    aldehyde slowly to the said reaction mixture. Using too concentrated base could lead to a competing Cannizzaro reaction. The Aldox process, developed...
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    for a base-catalyzed self-condensation (Cannizzaro reaction) to occur. A general scheme of the Cannizzaro reaction is depicted below. There have been a series...
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  • aluminium alkoxides are effective catalysts for the reaction. In the related Cannizzaro reaction, the base is sodium hydroxide and then the oxidation...
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  • for the reaction, consisting of the following steps: The reaction exhibits an induction period, during which only the nonproductive Cannizzaro disproportionation...
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  • Cannizzaro reaction, an aldehyde is converted into an alcohol and a carboxylic acid. In the related Tishchenko reaction, the organic redox reaction product...
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    can still result in substantial byproducts. Examples include the Cannizzaro reaction, in which approximately 50% of the reactant aldehyde becomes the...
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    (e.g., benzaldehyde), addition of strong base induces the Cannizzaro reaction. This reaction results in disproportionation, producing a mixture of alcohol...
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  • quinoline synthesis Cannizzaro reaction Carbohydrate acetalisation Carbonyl reduction Carbonylation Carbylamine reaction Carroll reaction Castro–Stephens...
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  • Thumbnail for Benzyl alcohol
    For laboratory use, Grignard reaction of phenylmagnesium bromide (C6H5MgBr) with formaldehyde and the Cannizzaro reaction of benzaldehyde also give benzyl...
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  • Diol (section Reactions)
    syn- or anti-1,3-diols. The resulting carbonyl is reduced using the Cannizzaro reaction or by catalytic hydrogenation: RC(O)CH3 + CH2O → RC(O)CH2CH2OH RC(O)CH2CH2OH...
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  • undergoes disproportionation upon treatment with concentrated alkali (Cannizzaro reaction): one molecule of the aldehyde is reduced to the benzyl alcohol and...
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    mainly of academic interest. Disproportionation of an aldehyde in the Cannizzaro reaction Rearrangement of diketones in the benzilic acid rearrangement Involving...
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  • Thumbnail for Neopentyl glycol
    hydroxypivaldehyde, which can be converted to neopentyl glycol by either a Cannizzaro reaction with excess formaldehyde, or by hydrogenation using palladium on...
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    pentaerythritol synthesis and in the crossed Cannizzaro reaction of formaldehyde with the aldol reaction product trimethylol acetaldehyde [3-hydroxy-2...
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    Benzoin condensation (category Addition reactions)
    difficult to produce. Aldol addition Acyloin condensation Cannizzaro reaction Stetter reaction Umpolung Menon, Rajeev S.; Biju, Akkattu T.; Nair, Vijay...
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  • hydrogenation catalyst then reduces to the alcohol. The Cannizzaro reaction is a competing reaction when two aldehyde molecules react by disproportionation...
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    multiple-addition reaction between acetaldehyde and 3 equivalents of formaldehyde to give pentaerythrose (CAS: 3818-32-4), followed by a Cannizzaro reaction with a...
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    plane and automobile designer Stanislao Cannizzaro (1826–1910), Italian chemist remembered for the Cannizzaro reaction and the Karlsruhe Congress of 1860 Stanisław...
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  • cyclization reaction Elimination reaction Beta elimination Cope elimination E1cB elimination reaction Hofmann elimination Organic redox reaction Cannizzaro reaction...
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    m-phenoxytoluene over selenium dioxide provides m-phenoxybenzaldehyde. Third, a Cannizzaro reaction of the benzaldehyde in formaldehyde and potassium hydroxide affords...
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  • α-keto aldehydes can be transformed into α-hydroxy acids through the Cannizzaro reaction. R−C(O)CHO + 2OH− → R−CH(OH)CO−2 + H2O α-Hydroxy acids, such as glycolic...
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  • Benzilic acid rearrangement (category Rearrangement reactions)
    expansion of a cyclopentane to a cyclohexane ring as an example reaction. Cannizzaro reaction Pinacol rearrangement Liebig, J. (1838). "Ueber Laurent's Theorie...
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    methanol. In the Cannizzaro reaction, formaldehyde and base react to produce formic acid and methanol, a disproportionation reaction. Formaldehyde reacts...
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    hydrolysis, the Cannizzaro reaction, nucleophilic aliphatic substitution, nucleophilic aromatic substitution, and in elimination reactions. The reaction medium...
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    OCHCO2H ⇌ OCHCO− 2 + H+ Heated glyoxylic acid disproportionates in a Cannizzaro reaction, forming hydroxyacetic acid and oxalic acid: 2 OCHCO2H + H2O → HOCH2CO2H...
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    Majorana fermions. Sicily's famous scientists also include Stanislao Cannizzaro (chemist), Giovanni Battista Hodierna and Niccolò Cacciatore (astronomers)...
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  • Candaules, Lydian king – candaulism Stanislao Cannizzaro (1826–1910), Italian chemist – Cannizzaro reaction Georg Cantor, German mathematician – Cantor...
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  • Calvin–Benson cycle) – Melvin Calvin (and Andy Benson) Cannizzaro reaction – Stanislao Cannizzaro Cardan angles (a.k.a. Tait–Bryan angles) – Gerolamo Cardano...
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