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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 Suárez modification of the Hofmann–Löffler–Freytag reaction was the basis of the new synthetic method developed by H. Togo et al. [42] [43] The authors demonstrated that various N-alkylsaccharins (N-alkyl-1,2-benzisothiazoline-3-one-1,1,-dioxides) 77 are easily prepared in moderate to good yields by the reaction of N-alkyl(o-methyl ...
The least stable alkene (the one with the fewest substituents on the carbons of the double bond), called the Hofmann product, is formed. This tendency, known as the Hofmann alkene synthesis rule , is in contrast to usual elimination reactions, where Zaitsev's rule predicts the formation of the most stable alkene.
Hofmann bromamide reaction; Hofmann degradation, Exhaustive methylation; Hofmann elimination; Hofmann Isonitrile synthesis, Carbylamine reaction; Hofmann product; Hofmann rearrangement; Hofmann–Löffler reaction, Löffler–Freytag reaction, Hofmann–Löffler–Freytag reaction; Hofmann–Martius rearrangement; Hofmann's rule; Hofmann–Sand ...
Weerman degradation, also named Weerman reaction, is a name reaction in organic chemistry.It is named after Rudolf Adrian Weerman, who discovered it in 1910. [1] In general, it is an organic reaction in carbohydrate chemistry in which amides are degraded by sodium hypochlorite, forming an aldehyde with one less carbon. [2]
The core −C(=O)−(N) of amides is called the amide group (specifically, carboxamide group). In the usual nomenclature, one adds the term "amide" to the stem of the parent acid's name. For instance, the amide derived from acetic acid is named acetamide (CH 3 CONH 2). IUPAC recommends ethanamide, but this and related formal names are rarely ...
Degradation reactions reduce the number of atoms in a molecule through a specific type of chemical transformation. Pages in category "Degradation reactions" The following 15 pages are in this category, out of 15 total.
This organic reaction is closely related to the Hofmann elimination, but the base is a part of the leaving group. Sulfoxides can undergo an essentially identical reaction to produce sulfenic acids, which is important in the antioxidant chemistry of garlic and other alliums. Selenoxides likewise undergo selenoxide eliminations.