Coal chemistry. 8. Reactions of tetralin with coal and with some carbon-14-containing model compounds
| ISSN: | 1520-5126 0002-7863 |
|---|---|
| Přístupová URL adresa: | https://explore.openaire.eu/search/publication?articleId=doi_________::04e635475a4c05fe6ba06aa395e4d701 https://doi.org/10.1021/ja00511a034 |
| Přírůstkové číslo: | edsair.doi...........04e635475a4c05fe6ba06aa395e4d701 |
| Autor: | Ben M. Benjamin, P.H. Maupin, Clair J. Collins, W.H. Roark, Vernon F. Raaen |
| Rok vydání: | 1979 |
| Předmět: | |
| Zdroj: | Journal of the American Chemical Society. 101:5009-5014 |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | When coal was treated with tetralin-l-/sup 14/C at 400/sup 0/C, small yields of ..cap alpha..- and ..beta..-methylnaphthalenes-/sup 14/C were observed. In order to determine the mechanism of the reaction, tetralin was heated with /sup 14/C-labeled 1,3-diphenylpropanes (1), with 1,3-diphenylpropene (2), and with /sup 14/C-labeled phenetoles (3). In each case methylnaphthalenes were observed, and the origins of the methyl groups were determined with carbon-14. In addition to the methylnaphthalenes, 1 and 2 also yielded toluene and ethylbenzene (after 19 h), whereas phenetole-..beta..-/sup 14/C (3-..beta..-/sup 14/C) yielded toluene (unlabeled) plus ethyl-/sup 14/C-benzene, benzene, phenol, and a mixture of ..cap alpha..- and ..beta..-ethyl-/sup 14/C-naphthalenes. Crossover experiments with labeled phenetole and unlabeled ethyl p-tolyl ether proved the intramolecularity of the reaction phenetole ..-->.. toluene + ethylbenzene, thus illustrating a 1,2-phenyl shift from oxygen to carbon. |
| Databáze: | OpenAIRE |
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