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The Kolbe reaction is formally a decarboxylative dimerisation of two carboxylic acids (or carboxylate ions). The overall reaction is: The overall reaction is: If a mixture of two different carboxylates are used, all combinations of them are generally seen as the organic product structures:
Upon heating in cyclohexanone, amino acids decarboxylate. In the related Hammick reaction, uncatalyzed decarboxylation of a picolinic acid gives a stable carbene that attacks a carbonyl electrophile. Oxidative decarboxylations are generally radical reactions. These include the Kolbe electrolysis and Hunsdiecker-Kochi reactions.
The Kolbe–Schmitt reaction or Kolbe process (named after Hermann Kolbe and Rudolf Schmitt) is a carboxylation chemical reaction that proceeds by treating phenol with sodium hydroxide to form sodium phenoxide, [1] then heating sodium phenoxide with carbon dioxide under pressure (100 atm, 125 °C), then treating the product with sulfuric acid.
A well-known electrosynthesis is the Kolbe electrolysis, in which two carboxylic acids decarboxylate, and the remaining structures bond together:; A variation is called the non-Kolbe reaction when a heteroatom (nitrogen or oxygen) is present at the α-position.
Higher alkanes are naturally present in crude oil and can be obtained via fractional distillation.Saturated fatty acids decarboxylate to higher alkanes. Long olefins can be hydrogenated to yield higher alkanes. n-alkanes can be isolated via the formation of urea clathrates.They can also be synthesized through Kolbe electrolysis or other coupling reactions like the Wurtz reaction.
Adolph Wilhelm Hermann Kolbe (27 September 1818 – 25 November 1884 [1]) was a German chemist and academic, and a major contributor to the birth of modern organic chemistry. He was a professor at Marburg and Leipzig .
In the absence of metal catalysts, decarbonylation (vs decarboxylation) is rarely observed in organic chemistry.One exception is the decarbonylation of formic acid: . H CO OH → CO + H 2 O
The reaction mechanism of the Mitsunobu reaction is fairly complex. The identity of intermediates and the roles they play has been the subject of debate. Initially, the triphenyl phosphine (2) makes a nucleophilic attack upon diethyl azodicarboxylate (1) producing a betaine intermediate 3, which deprotonates the carboxylic acid (4) to form the ion pair 5.