Formation and reactions of chloro-methoxy- and -(2-methylpropoxy)-carbene

Autor:	Ian D. R. Stevens, Neil P. Smith
Rok vydání:	1979
Předmět:	chemistry.chemical_classification Alkene Medicinal chemistry Chloride chemistry.chemical_compound Hydrolysis chemistry medicine Organic chemistry Reactivity (chemistry) Carbene Alkyl Carbon monoxide medicine.drug
Zdroj:	Journal of the Chemical Society, Perkin Transactions 2. :1298
ISSN:	1364-5471 0300-9580
Popis:	Chloro-methoxy- and -(2-methylpropoxy)-carbene are formed from 3-chloro-3-methoxy- and 3-(2-methylpropoxy)-diazirine, respectively. In the absence of carbene traps they fragment to give carbon monoxide and either methyl chloride or alkene and HCl. They add readily to electron-poor alkenes to give cyclopropanes, and react with alcohols to give alkyl formates. The influence of substituents on the reactivity of carbenes is discussed, and the reaction of alkoxychlorocarbenes with alcohols is related to the mechanism of base-catalysed halogenoform hydrolysis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ca3e7a1041a5a0dab195cafb67be50a0 https://doi.org/10.1039/p29790001298 Zobrazit plný text záznamu