{"title":"水溶液中β-酮烯醚与溴的反应","authors":"D. R. Marshall, T. R. Roberts","doi":"10.1039/J29710000797","DOIUrl":null,"url":null,"abstract":"The β-keto-enol ethers acetylacetone enol methyl ether, dimedone enol methyl ether, and 2,3-dihydro-2,6-dimethyl-γ-pyrone undergo fast olefinic addition reactions with aqueous bromine. Rate measurements for the last two are correlated with published data for olefins and enols. The bromination products of the first two, but not those of the last one, undergo slow, acid-catalysed fission of the methoxy-group to give the bromo-enol.","PeriodicalId":17268,"journal":{"name":"Journal of The Chemical Society B: Physical Organic","volume":"23 1","pages":"797-800"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"7","resultStr":"{\"title\":\"Reactions of β-keto-enol ethers with bromine in aqueous solution\",\"authors\":\"D. R. Marshall, T. R. Roberts\",\"doi\":\"10.1039/J29710000797\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The β-keto-enol ethers acetylacetone enol methyl ether, dimedone enol methyl ether, and 2,3-dihydro-2,6-dimethyl-γ-pyrone undergo fast olefinic addition reactions with aqueous bromine. Rate measurements for the last two are correlated with published data for olefins and enols. The bromination products of the first two, but not those of the last one, undergo slow, acid-catalysed fission of the methoxy-group to give the bromo-enol.\",\"PeriodicalId\":17268,\"journal\":{\"name\":\"Journal of The Chemical Society B: Physical Organic\",\"volume\":\"23 1\",\"pages\":\"797-800\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1971-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"7\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of The Chemical Society B: Physical Organic\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1039/J29710000797\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society B: Physical Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J29710000797","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Reactions of β-keto-enol ethers with bromine in aqueous solution
The β-keto-enol ethers acetylacetone enol methyl ether, dimedone enol methyl ether, and 2,3-dihydro-2,6-dimethyl-γ-pyrone undergo fast olefinic addition reactions with aqueous bromine. Rate measurements for the last two are correlated with published data for olefins and enols. The bromination products of the first two, but not those of the last one, undergo slow, acid-catalysed fission of the methoxy-group to give the bromo-enol.
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