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Phthalides and 1,3-indandiones. XXXIV. Preparation and structural study of 1-methoxy-2-(halophenyl)-1-inden-3-ones and 2-methyl-2-(halophenyl)-1,3-indandiones on the basis of infrared and electron spectra

P. Hrnčiar, M. Štekláč, M. Livař, and H. Cipinová

Institut für organische Chemie der Naturwissenschaftlichen Fakultät an der Komenský-Universität, Bratislava 1

 

Abstract: By methylation of anions of 2-(o-halogenophenyl)-1,3-indandiones by methyl iodide, apart from О-methyl derivatives, О-methyl derivatives are also formed, whereas by methylation of 2-(p-halogenophenyl)-1,3-indandiones only C-methyl derivatives are formed. On methylation of 2-(o-halogenophenyl)- 1,3-indandiones and 2-(p-halogenophenyl)-1,3-indandiones by diazomethane only О-methyl derivatives were obtained. The assumed structure of thus prepared substances was established by evaluation of their infrared spectra. On the basis of their electron spectra, the stereochemistry of molecules of prepared substances is discussed.

Full paper in Portable Document Format: 238a597.pdf (in German)

 

Chemical Papers 23 (8) 597–605 (1969)

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