Matches in SemOpenAlex for { <https://semopenalex.org/work/W2949851017> ?p ?o ?g. }
Showing items 1 to 55 of
55
with 100 items per page.
- W2949851017 abstract "The Elbs and Boyland-Sims oxidations are shown in Scheme Scheme11:Scheme 1The Elbs and Boyland-Sims Oxidations.Both of these reactions, last reviewed in 1988 [1], are nucleophilic displacements on a peroxide oxygen of the peroxydisulfate ion. In the Elbs oxidation, the nucleophile is a phenolate anion (or a tautomer) and in the Boyland-Sims oxidation, it is a neutral aromatic amine. There is no radical involvement in either case (except in side reactions, see below). The products are aromatic sulfates whose orientation relative to the phenolic group is preferentially para in the Elbs oxidation and ortho in the Boyland-Sims case. These sulfates are useful in synthesis themselves or may be hydrolyzed in acid to the dihydric phenols (or aminophenols).The yields of products are typically low to moderate, but the simplicity of the reactions frequently recommends their use. Reactions are usually carried out by dissolving the phenol or amine in an alkaline aqueous medium, sometimes with the addition of a co-solvent such as pyridine, and then adding a peroxydisulfate salt. The ammonium and sodium salts are much more soluble than the potassium salt. This low solubility may be used to advantage to ensure slow addition of the peroxydisulfate as it is established that higher yields are achieved when the phenol(amine)-peroxydisulfate ratio is large. Isolation of the product usually takes advantage of the high water solubility of the intermediate sulfate ester; acidification of the reaction mixture is followed by extraction of the unreacted starting material (in the case of phenols) by an appropriate organic solvent. The sulfate ester remains in the aqueous phase. Hydrolysis of the sulfate ester in aqueous acid produces the (usually) organic-soluble dihydric phenol. Reactions are usually run at room temperature or below to reduce the incursion of free radical reactions. The rates are rather slow with typical second-order rate constants (at room temperature) in the range 0.1–20 L mol-1 min-1. [1]" @default.
- W2949851017 created "2019-06-27" @default.
- W2949851017 creator A5024963272 @default.
- W2949851017 date "2007-11-13" @default.
- W2949851017 modified "2023-10-16" @default.
- W2949851017 title "The Elbs and Boyland—Sims Peroxydisulfate Oxidations" @default.
- W2949851017 cites W1907430695 @default.
- W2949851017 doi "https://doi.org/10.1002/chin.200746235" @default.
- W2949851017 hasPublicationYear "2007" @default.
- W2949851017 type Work @default.
- W2949851017 sameAs 2949851017 @default.
- W2949851017 citedByCount "0" @default.
- W2949851017 crossrefType "journal-article" @default.
- W2949851017 hasAuthorship W2949851017A5024963272 @default.
- W2949851017 hasBestOaLocation W29498510172 @default.
- W2949851017 hasConcept C131779359 @default.
- W2949851017 hasConcept C161790260 @default.
- W2949851017 hasConcept C178790620 @default.
- W2949851017 hasConcept C178907741 @default.
- W2949851017 hasConcept C179104552 @default.
- W2949851017 hasConcept C184651966 @default.
- W2949851017 hasConcept C185592680 @default.
- W2949851017 hasConcept C2776371256 @default.
- W2949851017 hasConcept C2777702071 @default.
- W2949851017 hasConcept C2780192469 @default.
- W2949851017 hasConcept C2780471494 @default.
- W2949851017 hasConceptScore W2949851017C131779359 @default.
- W2949851017 hasConceptScore W2949851017C161790260 @default.
- W2949851017 hasConceptScore W2949851017C178790620 @default.
- W2949851017 hasConceptScore W2949851017C178907741 @default.
- W2949851017 hasConceptScore W2949851017C179104552 @default.
- W2949851017 hasConceptScore W2949851017C184651966 @default.
- W2949851017 hasConceptScore W2949851017C185592680 @default.
- W2949851017 hasConceptScore W2949851017C2776371256 @default.
- W2949851017 hasConceptScore W2949851017C2777702071 @default.
- W2949851017 hasConceptScore W2949851017C2780192469 @default.
- W2949851017 hasConceptScore W2949851017C2780471494 @default.
- W2949851017 hasLocation W29498510171 @default.
- W2949851017 hasLocation W29498510172 @default.
- W2949851017 hasOpenAccess W2949851017 @default.
- W2949851017 hasPrimaryLocation W29498510171 @default.
- W2949851017 hasRelatedWork W1964227189 @default.
- W2949851017 hasRelatedWork W1965800478 @default.
- W2949851017 hasRelatedWork W2006966591 @default.
- W2949851017 hasRelatedWork W2050592069 @default.
- W2949851017 hasRelatedWork W2323844160 @default.
- W2949851017 hasRelatedWork W2340866811 @default.
- W2949851017 hasRelatedWork W6324770 @default.
- W2949851017 hasRelatedWork W1780421144 @default.
- W2949851017 hasRelatedWork W2525419278 @default.
- W2949851017 hasRelatedWork W322413121 @default.
- W2949851017 isParatext "false" @default.
- W2949851017 isRetracted "false" @default.
- W2949851017 magId "2949851017" @default.
- W2949851017 workType "article" @default.