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The Hofmann–Martius rearrangement in organic chemistry is a rearrangement reaction converting an N-alkylated aniline to the corresponding ortho and / or para aryl-alkylated aniline. The reaction requires heat, and the catalyst is an acid like hydrochloric acid .
The Hofmann rearrangement (Hofmann degradation) is the organic reaction of a primary amide to a primary amine with one less carbon atom. [ 1 ] [ 2 ] [ 3 ] The reaction involves oxidation of the nitrogen followed by rearrangement of the carbonyl and nitrogen to give an isocyanate intermediate.
The Achmatowicz reaction, also known as the Achmatowicz rearrangement, is an organic synthesis in which a furan is converted to a dihydropyran.In the original publication by the Polish chemist Osman Achmatowicz Jr. (b. 20 December 1931 in Vilnius) in 1971 [1] furfuryl alcohol is reacted with bromine in methanol to 2,5-dimethoxy-2,5-dihydrofuran which rearranges to the dihydropyran with dilute ...
The reaction mechanism is that of the related Hofmann degradation. [2] Weermann degradation 1st unsattuered. At first the carbonic acid amide (1) reacts with the sodium hypochlorite. After separate water and chloride an amine with a free bond is built 2. The intermediate (3) is generated by rearrangement. At this point two different mechanisms ...
The Auwers synthesis is a series of organic reactions forming a flavonol from a coumarone.This reaction was first reported by Karl von Auwers in 1908. [1] [2] [3] [4 ...
The Dakin oxidation can occur in mild acidic conditions as well, with a mechanism analogous to the base-catalyzed mechanism. In methanol , hydrogen peroxide, and catalytic sulfuric acid , the carbonyl oxygen is protonated ( 14 ), after which hydrogen peroxide adds as a nucleophile to the carbonyl carbon, forming a tetrahedral intermediate ( 15 ).
The mechanism of the Michaelis–Arbuzov reaction. The Michaelis–Arbuzov reaction is initiated with the S N 2 attack of the nucleophilic phosphorus species (1 - A phosphite) with the electrophilic alkyl halide (2) to give a phosphonium salt as an intermediate (3). These intermediates are occasionally stable enough to be isolated, such as for ...
In organic chemistry, regioselectivity is the preference of chemical bonding or breaking in one direction over all other possible directions. [1] [2] It can often apply to which of many possible positions a reagent will affect, such as which proton a strong base will abstract from an organic molecule, or where on a substituted benzene ring a further substituent will be added.