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Diazomethane is an organic chemical compound with the formula CH 2 N 2, discovered by German chemist Hans von Pechmann in 1894. It is the simplest diazo compound.In the pure form at room temperature, it is an extremely sensitive explosive yellow gas; thus, it is almost universally used as a solution in diethyl ether.
The mechanism involves attack of the enolate at the terminal nitrogen, proton transfer, and expulsion of the anion of the sulfonamide. Use of the β-carbonyl aldehyde leads to a deformylative variant of the Regitz transfer, which is useful for the preparation of diazo compounds stabilized by only one carbonyl group.
The general mechanism is shown below. The resonating arrow (1) shows a resonance contributor of the diazo compound with a lone pair of electrons on the carbon adjacent to the nitrogen. The diazo compound then does a nucleophilic attack on the carbonyl-containing compound (nucleophilic addition), producing a tetrahedral intermediate (2).
Carbon-carbon bond forming reaction The Nierenstein reaction is an organic reaction describing the conversion of an acid chloride into a haloketone with diazomethane . [ 1 ] [ 2 ] It is an insertion reaction in that the methylene group from the diazomethane is inserted into the carbon-chlorine bond of the acid chloride.
A generalized mechanism of the Favorskii rearrangement to give a ring contracted product. Note that anion formation has been omitted. An alternative to the standard Favorskii rearrangement, is to perform what can be thought of as a negative pinacol rearrangement where an anionic group encourages a bond aligned with a leaving group to migrate ...
The mechanism for the Pd-catalyzed C-H activation reactions of 2-phenylpyridine involves a metallacycle intermediate. The intermediate is oxidized to form a Pd IV species, followed by reductive elimination to form the C-O bond and release the product. [18] Mechanism for Pd-catalyzed C-H activation
In organic chemistry, the Arndt–Eistert reaction is the conversion of a carboxylic acid to its homologue.It is named for the German chemists Fritz Arndt (1885–1969) and Bernd Eistert (1902–1978).
Carbon-carbon bond activation refers to the breaking of carbon-carbon bonds in organic molecules. This process is an important tool in organic synthesis , as it allows for the formation of new carbon-carbon bonds and the construction of complex organic molecules. [ 1 ]