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Infobox references. Sodium phenoxide (sodium phenolate) is an organic compound with the formula NaOC 6 H 5. It is a white crystalline solid. Its anion, phenoxide, also known as phenolate, is the conjugate base of phenol. It is used as a precursor to many other organic compounds, such as aryl ethers.
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.
The phenoxide anion (aka phenolate) is a strong nucleophile with a comparable to the one of carbanions or tertiary amines. [3] Generally, oxygen attack of phenoxide anions is kinetically favored, while carbon-attack is thermodynamically preferred (see Thermodynamic versus kinetic reaction control). Mixed oxygen/carbon attack and by this a loss ...
Phenol is an organic compound appreciably soluble in water, with about 84.2 g dissolving in 1000 ml (0.895 M). Homogeneous mixtures of phenol and water at phenol to water mass ratios of ~2.6 and higher are possible. The sodium salt of phenol, sodium phenoxide, is far more water-soluble. It is a combustible solid (NFPA rating = 2).
Water-reactive substances. Water-reactive substances[1] are those that spontaneously undergo a chemical reaction with water, often noted as generating flammable gas. [2] Some are highly reducing in nature. [3] Notable examples include alkali metals, lithium through caesium, and alkaline earth metals, magnesium through barium.
The mechanism of the Reimer-Tiemann reaction. Chloroform (1) is deprotonated by a strong base (normally hydroxide) to form the chloroform carbanion (2) which will quickly alpha-eliminate to give dichlorocarbene (3); this is the principal reactive species.
Oxidative coupling of phenols is a chemical reaction wherein two phenolic compounds are coupled via an oxidative process. Oxidative phenol couplings are often catalyzed by transition metal complexes including V, Cr, Mn, Cu, Fe, among others. Such reactions often form C–C, or C–O bonds between the coupling partners and can be employed as ...
Nucleophile. A hydroxide ion acting as a nucleophile in an S N 2 reaction, converting a haloalkane into an alcohol. In chemistry, a nucleophile is a chemical species that forms bonds by donating an electron pair. All molecules and ions with a free pair of electrons or at least one pi bond can act as nucleophiles.