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The benzilic acid rearrangement is formally the 1,2-rearrangement of 1,2-diketones to form α-hydroxy–carboxylic acids using a base. This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid. First performed by Justus von Liebig in 1838, [1] it is the first reported example of a rearrangement ...
A classic organic reaction of benzil is the benzilic acid rearrangement, in which base catalyses the conversion of benzil to benzilic acid. This reactivity is exploited in the preparation of the drug phenytoin. Benzil also reacts with 1,3-diphenylacetone in an aldol condensation to give tetraphenylcyclopentadienone.
Benzilic acid can be prepared by heating a mixture of benzil, ethanol, and potassium hydroxide. Another preparation, performed by Liebig in 1838, is the dimerization of benzaldehyde , to benzil , which is transformed to the product by the benzilic acid rearrangement reaction.
Conversion and its related terms yield and selectivity are important terms in chemical reaction engineering.They are described as ratios of how much of a reactant has reacted (X — conversion, normally between zero and one), how much of a desired product was formed (Y — yield, normally also between zero and one) and how much desired product was formed in ratio to the undesired product(s) (S ...
In organic chemistry, the benzoin addition is an addition reaction involving two aldehydes (−CH=O). The reaction generally occurs between aromatic aldehydes or glyoxals (OCH=CHO), [1] [2] and results in formation of an acyloin (−C(O)CH(OH)−). In the classic example, benzaldehyde is converted to benzoin (PhCH(OH)C(O)Ph). [3]
A stirred BZ reaction mixture showing changes in color over time. The discovery of the phenomenon is credited to Boris Belousov.In 1951, while trying to find the non-organic analog to the Krebs cycle, he noted that in a mix of potassium bromate, cerium(IV) sulfate, malonic acid, and citric acid in dilute sulfuric acid, the ratio of concentration of the cerium(IV) and cerium(III) ions ...
The Dieckmann method is practical only for 5- to 8-membered rings (with modest yields for 7- and 8-membered). The Thorpe method is more easily modified via high dilution (e.g., 0.001 M in benzene/ether) to enable the synthesis of large rings, but 4-membered and 9- to 13-membered rings are still not accessible.
The archetypal Beckmann rearrangement [4] is the conversion of cyclohexanone to caprolactam via the oxime. Caprolactam is the feedstock in the production of Nylon 6. [5] The Beckmann solution consists of acetic acid, hydrochloric acid and acetic anhydride, and was widely used to catalyze the rearrangement