{"title":"通过热解测定1-芳基乙基乙酸酯的亲电芳香族反应活性。第四部分。五氟苯基的失活作用","authors":"R. Taylor","doi":"10.1039/J29710000255","DOIUrl":null,"url":null,"abstract":"The rates of pyrolysis of 1-phenylethyl acetate and 1-(pentafluorophenyl)ethyl acetate have been measured between 330·6 and 409·6 °C. At 625 K the latter undergoes elimination 4·60 times slower than the former in contrast to the value of 7·75 predicted from additivity of the effects of the individual fluorine atoms. This confirms the exalted reactivity of pentafluorobenzene obtained in electrophilic aromatic demetallations (carried out in solution) showing this effect to be independent of solvent influences and also not to arise solely from steric acceleration.","PeriodicalId":17268,"journal":{"name":"Journal of The Chemical Society B: Physical Organic","volume":"45 1","pages":"255-257"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":"{\"title\":\"Measurement of electrophilic aromatic reactivities via pyrolysis of 1-arylethyl acetates. Part IV. The deactivating effect of the pentafluorophenyl group\",\"authors\":\"R. Taylor\",\"doi\":\"10.1039/J29710000255\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The rates of pyrolysis of 1-phenylethyl acetate and 1-(pentafluorophenyl)ethyl acetate have been measured between 330·6 and 409·6 °C. At 625 K the latter undergoes elimination 4·60 times slower than the former in contrast to the value of 7·75 predicted from additivity of the effects of the individual fluorine atoms. This confirms the exalted reactivity of pentafluorobenzene obtained in electrophilic aromatic demetallations (carried out in solution) showing this effect to be independent of solvent influences and also not to arise solely from steric acceleration.\",\"PeriodicalId\":17268,\"journal\":{\"name\":\"Journal of The Chemical Society B: Physical Organic\",\"volume\":\"45 1\",\"pages\":\"255-257\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1971-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"2\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of The Chemical Society B: Physical Organic\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1039/J29710000255\",\"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/J29710000255","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Measurement of electrophilic aromatic reactivities via pyrolysis of 1-arylethyl acetates. Part IV. The deactivating effect of the pentafluorophenyl group
The rates of pyrolysis of 1-phenylethyl acetate and 1-(pentafluorophenyl)ethyl acetate have been measured between 330·6 and 409·6 °C. At 625 K the latter undergoes elimination 4·60 times slower than the former in contrast to the value of 7·75 predicted from additivity of the effects of the individual fluorine atoms. This confirms the exalted reactivity of pentafluorobenzene obtained in electrophilic aromatic demetallations (carried out in solution) showing this effect to be independent of solvent influences and also not to arise solely from steric acceleration.
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