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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 ...
The method involves the reaction of strong base with benzenesulfonic acid, proceeding by the reaction of hydroxide with sodium benzenesulfonate to give sodium phenoxide. Acidification of the latter gives phenol. The net conversion is: [28] C 6 H 5 SO 3 H + 2 NaOH → C 6 H 5 OH + Na 2 SO 3 + H 2 O
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 ...
A classic case is sodium methoxide produced by the addition of sodium metal to methanol: [citation needed] 2 CH 3 OH + 2 Na → 2 CH 3 ONa + H 2. Other alkali metals can be used in place of sodium, and most alcohols can be used in place of methanol. Generally, the alcohol is used in excess and left to be used as a solvent in the reaction.
Anisole undergoes electrophilic aromatic substitution reaction at a faster speed than benzene, which in turn reacts more quickly than nitrobenzene.The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites.