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Sodium phenoxide is a moderately strong base. Acidification gives phenol: [5] PhOH ⇌ PhO − + H + (K = 10 −10) The acid-base behavior is complicated by homoassociation, reflecting the association of phenol and phenoxide. [6] Sodium phenoxide reacts with alkylating agents to afford alkyl phenyl ethers: [2]
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).
Alkali metal phenolates, such as sodium phenolate hydrolyze in aqueous solution to form basic solutions. [2] At pH = 10, phenol and phenolate are in approximately 1:1 proportions. The phenoxide anion (aka phenolate) is a strong nucleophile with a comparable to the one of carbanions or tertiary amines. [3]
In reaction depicted below 3,4,5-trimethylphenol reacts with singlet oxygen generated from oxone/sodium carbonate in an acetonitrile/water mixture to a para-peroxyquinole. This hydroperoxide is reduced to the quinole with sodium thiosulfate. Phenols are oxidized to hydroquinones in the Elbs persulfate oxidation.
Thiophenol is an organosulfur compound with the formula C 6 H 5 SH, sometimes abbreviated as PhSH. This foul-smelling colorless liquid is the simplest aromatic thiol.The chemical structures of thiophenol and its derivatives are analogous to phenols, where the oxygen atom in the hydroxyl group (-OH) bonded to the aromatic ring in phenol is replaced by a sulfur atom.
Group 1: Alkali metals Reaction of sodium (Na) and water Reaction of potassium (K) in water. The alkali metals (Li, Na, K, Rb, Cs, and Fr) are the most reactive metals in the periodic table - they all react vigorously or even explosively with cold water, resulting in the displacement of hydrogen.
It is treated with aqueous sodium hydroxide at 350 °C and 300 bar or molten sodium hydroxide at 350 °C to convert it to sodium phenoxide, which yields phenol upon acidification. [2] When 1-[14 C]-1-chlorobenzene was subjected to aqueous NaOH at 395 °C, ipso substitution product 1-[14 C]-phenol was formed in 54% yield, while cine substitution ...
The reaction is attractive for their atom economy because it avoid pre-functionalized starting materials often required in traditional redox-neutral cross-couplings. Oxidative phenol couplings, however, often suffer from over-oxidation, especially since the intended coupled product is more oxidizable (has a lower oxidation potential ) than the ...