| Abstract: | The acidic compound C14H22O3, previously reported without assignment of structure as an oxidation product of 2,6-di-tert-butyl-4-methylphenol, is now believed to be DL-trans-5,6-di-tert-butyl-2-hydroxy-1,4-diketo-2-cyclohexene (I). Chemical properties are described and infrared spectra are presented in support of this structure. This structure is of interest in relation to the problem of the existence of o-di-tert-alkylbenzene derivatives. The relatively easy racemization of optically active I suggests that its completely enolized form, 5,6-di-tert-butyl-1,2,4-trihydroxybenzene, is capable of transitory existence. |
| Genre: | Article |
| ProdID: | 70010728 |
| Citation Author: | Yohe, G. R.; Dunbar, J. E.; Lansford, M. W.; Pedrotti, R. L.; Scheidt, F. M.; Lee, F. G. H.; Smith, E. C. |
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| Citation End Page: | 1256 |
| Citation Issue: | 9 |
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| Citation Language: | English |
| Citation Larger Work Title: | Journal of Organic Chemistry |
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| Citation Number Of Pages: | 6 |
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| Citation Publisher: | American Chemical Society |
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| Citation Search Results Text: | Oxidation of 2,6-di-tert-butyl-4-methylphenol. The structure of C14H22O3; 1959; Article; Journal; Journal of Organic Chemistry; Yohe, G. R.; Dunbar, J. E.; Lansford, M. W.; Pedrotti, R. L.; Scheidt, F. M.; Lee, F. G. H.; Smith, E. C. |
| Citation Start Page: | 1251 |
| Citation Volume: | 24 |
| Citation Year: | 1959 |
| Type: | citation/reference |
| Text: | Oxidation of 2,6-di-tert-butyl-4-methylphenol. The structure of C14H22O3; 1959; Article; Journal; Journal of Organic Chemistry; Yohe, G. R.; Dunbar, J. E.; Lansford, M. W.; Pedrotti, R. L.; Scheidt, F. M.; Lee, F. G. H.; Smith, E. C. |
| URL (THUMBNAIL): | http://pubs.er.usgs.gov/thumbnails/outside_thumb.jpg |
| URL (DIGITAL OBJECT IDENTIFIER): | http://dx.doi.org/10.1021/jo01091a023 |
| Date Other: | Thu, 1 Jan 1959 00:00 -0600 |
| Publisher: | American Chemical Society |
