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The Dakin oxidation (or Dakin reaction) is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide (H 2 O 2) in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidised, whereas the H 2 O 2 is reduced.
The Piria reaction. In the Tyrer sulfonation process (1917), [7] at some time of technological importance, benzene vapor is led through a vessel containing 90% sulfuric acid the temperature of which is increased from 100 to 180°C. Water and benzene are continuously removed and the benzene fed back to the vessel. In this way an 80% yield is ...
Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials, and often have a pleasant characteristic, fruity odor. This leads to their extensive use in the fragrance and flavor industry.
A reaction modification with an aromatic phenyl ester as a reactant is called the Fries rearrangement. In the Scholl reaction two arenes couple directly (sometimes called Friedel–Crafts arylation). [22] In the Blanc chloromethylation a chloromethyl group is added to an arene with formaldehyde, hydrochloric acid and zinc chloride.
In the case of nitration of benzene, the reaction is conducted at a warm temperature, not exceeding 50 °C. [6] The process is one example of electrophilic aromatic substitution, which involves the attack by the electron-rich benzene ring: Alternative mechanisms have also been proposed, including one involving single electron transfer (SET). [7 ...
The nitration of benzene is achieved via the action of the nitronium ion as the electrophile. The sulfonation with fuming sulfuric acid gives benzenesulfonic acid. Aromatic halogenation with bromine, chlorine, or iodine gives the corresponding aryl halides. This reaction is typically catalyzed by the corresponding iron or aluminum trihalide.
In addition to the ordinary thermal phenyl ester reaction a photochemical variant is possible. The photo-Fries rearrangement can likewise give [1,3] and [1,5] products, [7] [8] which involves a radical reaction mechanism. This reaction is also possible with deactivating substituents on the aromatic group. Because the yields are low this ...
The reaction stoichiometry implicates the Cr(IV) species "CrO 2 OH −", which comproportionates with the chromic acid to give a Cr(V) oxide, which also functions as an oxidant for the alcohol. [ 6 ] The oxidation of the aldehydes is proposed to proceed via the formation of hemiacetal -like intermediates, which arise from the addition of the O ...
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