SUBSTITUENT EFFECTS IN THE FLUORENE SERIES: I. SYNTHESIS AND ACETOLYSIS OF SOME DINITRO-9-FLUORENYL p-TOLUENESULFONATES
2,4-, 2,5-, and 2,7-Dinitrofluorenones (Ia, Ib, and Ic) were converted to 2,4-, 2,5-, and 2,7-dinitro-9-fluorenyl p-toluenesulfonates (IVa, IVb, and IVc) through the corresponding 9-diazo compounds (IIIa, IIIb, and IIIc). These diazo compounds were converted directly to the three dinitro-9-fluorenols (VIa, VIb, and VIc) and 9-fluorenyl acetates (Va, Vb, and Vc).Rates of acetolysis of the three p-toluenesulfonates (IVa, IVb, and IVc) were measured in glacial acetic acid at 50.17° and 70.07°. The results are discussed.
1967 ◽
Vol 89
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pp. 1371-1376
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1934 ◽
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1979 ◽
Vol 44
(8)
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pp. 2330-2337
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1972 ◽
Vol 94
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pp. 1247-1249
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2014 ◽
Vol 131
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