Keto–enol equilibria in mixed acetic sulphuric anhydrides

Autor:	Ezio Tempesti, Luigi Giuffre, Enzo Montoneri, Aldo Castoldi
Rok vydání:	1980
Předmět:	chemistry.chemical_compound Chemistry Yield (chemistry) Organic chemistry Keto–enol tautomerism Temperature a Cleavage (embryo) Medicinal chemistry Enol Ion
Zdroj:	J. Chem. Soc., Perkin Trans. 2. :662-667
ISSN:	1364-5471 0300-9580
Popis:	Mixed acetic sulphuric anhydrides obtained from both equimolar SO3–AcOH and SO3–Ac2O systems in liquid SO2 are found at low temperature (⩽–20°) in equilibrium between the keto (CH3·CO·OSO3Y) and enol (CH2:COH·OSO3Y) forms (Y = SO3– or Ac). At room temperature a cleavage reaction is shown to occur through the intermediacy of keten, which reacts further to yield oligomers and sulpho-derivatives [reaction (i)]. CH2:COH·OSO3Y [graphic omitted] CH2CO [graphic omitted] (i) This cleavage reaction appears specifically not to involve participation of acetylium ions, whereas previously these ions were normally considered as the principal precursor of keten intermediates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::67c1278d20104d20d02138c03c8a23a9 https://doi.org/10.1039/p29800000662 Zobrazit plný text záznamu