Siberian Federal University 
- Issue
- Journal of Siberian Federal University. Chemistry. 2010 3 (3)
- Authors
- Peterson, Ivan V.; Sokolenko, William A.; Svirskaya, Nadezhda M.; Rubailo, Anatoliy I.
- Contact information
- Peterson, Ivan V. : Institute of Chemistry and Chemical Technology , 42 Karl Marx st., Krasnoyarsk, 660049 Russia , e-mail: ; Sokolenko, William A. : Institute of Chemistry and Chemical Technology , 42 Karl Marx st., Krasnoyarsk, 660049 Russia; Svirskaya, Nadezhda M. : Institute of Chemistry and Chemical Technology , 42 Karl Marx st., Krasnoyarsk, 660049 Russia; Rubailo, Anatoliy I. : Siberian Federal University , 79 Svobodniy, Krasnoyarsk, 660062 Russia
- Keywords
- 1; Alkylation; keto-enol tautomerization; NMR-spectroscopy; acid catalisys; 1,4-dihydroxynapthalene
- Abstract
The interaction of 1,4-dyhydroxynaphthalene with tertiary alcohols in trifluoroacetic acid was investigated. It was shown, that alkylation occurred in position 2 with formation of 2-(tert.alkyl)- 2,3-dihydronaphthalene-1,4-diones. Kinetic of keto-enol tautomerization 2-(1-adamantyl)-2,3- dihydronaphthalene-1,4-dione into 2-(1-adamantyl)-1,4-dyhydroxynaphthalene by morpholine action was analyzed using 1H NMR spectroscopy. 2-(1-adamantyl)-1,4-dyhydroxynaphthalene was quickly oxidized into 2-(1-adamantyl)-1,4-naphthoquinone by atmospheric oxygen.
- Pages
- 253-259
- Paper at repository of SibFU
- https://elib.sfu-kras.ru/handle/2311/2178
Journal of Siberian Federal University. Chemistry / C-alkylation of 1,4-dyhydroxynaphthalene with Tertiary Alcohols
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