BENZO DERIVATIVES OF NITROCYCLOPENTADIENE

被引:14
作者
KERBER, RC
HODOS, M
机构
[1] Department of Chemistry, State University of New York at Stony Brook, Stony Brook
关键词
D O I
10.1021/jo01267a601
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protonation of the potassium salts of 1-nitroindene and 9-nitrofluorene in water solution occurs fastest at oxygen to yield in both cases the aci tautomers. In nonpolar solvents, aci-1-nitroindene tautomerizes to 3-nitroindene via 1-nitroindene; aci-9-nitrofluorene likewise tautomerizes to 9-nitrofluorene. The aci compounds do not tautomerize in hydroxylic solvents. On treatment with benzoyl chloride, both salts yield stable O-benzoyl derivatives. © 1968, American Chemical Society. All rights reserved.
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页码:1169 / &
相关论文
共 24 条
[1]   STUDIES IN LIGHT ABSORPTION .4. NITRO-OLEFINS [J].
BRAUDE, EA ;
JONES, ERH ;
ROSE, GG .
JOURNAL OF THE CHEMICAL SOCIETY, 1947, (AUG) :1104-1105
[2]  
DYER JR, 1962, APPLICATIONS ABSORPT, P91
[3]   The effect of the nitro-group in three-carbon tautomerism [J].
Fraser, HB ;
Kon, GAR .
JOURNAL OF THE CHEMICAL SOCIETY, 1934, :604-610
[4]   THE INFRARED AND ULTRAVIOLET ABSORPTION SPECTRA OF 9-ACI-NITROFLUORENE [J].
FREEMAN, JP ;
MCCALLUM, KS .
JOURNAL OF ORGANIC CHEMISTRY, 1956, 21 (04) :472-474
[5]  
KAMLET MJ, 1960, ORGANIC ELECTRONI ED, V1, P243
[6]  
KERBER JP, 1967, J ORG CHEM, V32, P1329
[7]  
KERBER RE, IN PRESS
[8]  
METHCOHN O, 1966, CHEM COMMUN, P84
[9]  
MEUCHE D, 1962, HELV CHIM ACTA, V45, P1565
[10]  
Nenitzescu C.D., 1932, B SOC CHIM ROM, V14, P53