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Solid state structure of the diazo compound t-BuO 2 CC(N 2)C 6 H 4 NO 2. Key distances: C-N = 1.329 Å, N-N = 1.121 Å. [12] 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 ...
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.
Diazomethane, chemical compound discovered in 1894; Isodiazomethane, parent compound of a class of derivatives of general formula R2N–NC; Nitrilimine, class of organic compounds sharing a common functional group with the general structure R-CN-NR
Trimethylsilyldiazomethane is commercially available as solutions in hexanes, DCM, and ether. It is a specialized reagent used in organic chemistry as a methylating agent for carboxylic acids . It is a safer replacement for diazomethane , which is a sensitive explosive gas, whereas trimethylsilyldiazomethane is a relatively stable liquid and ...
Due to the strong affinity towards self-condensation in alkaline media (see above) solutions of cyanamide are stabilized by the addition of 0.5 wt% of monosodium phosphate as buffer. Solid cyanamide is produced by careful evaporation of the solvent and subsequent addition of a hydrolysis-labile ester of formic acid. The ester absorbs traces of ...
Formal charges in ozone and the nitrate anion. In chemistry, a formal charge (F.C. or q*), in the covalent view of chemical bonding, is the hypothetical charge assigned to an atom in a molecule, assuming that electrons in all chemical bonds are shared equally between atoms, regardless of relative electronegativity.
The reaction product of a cycloaddition between diazomethane and trans-diethyl glutaconate is a 1-pyrazoline. [2] This reaction is 100% regioselective because the diazo terminal nitrogen atom bonds exclusively to the alpha-carbon of the ester. The reaction is also a syn addition, and the configuration in the dipolarophile is preserved.
A related transformation is the Nierenstein reaction in which a diazomethane methylene group is inserted into the carbon-chlorine bond of an acid chloride to generate an α-chloro ketone. [10] [11] An example, published in 1924, illustrates the reaction in a substituted benzoyl chloride system: [12]