Colouring Matters of Australian Plants. II. Naphthoquinones from Diospyros hebecarpa A. Cunn

1952 ◽  
Vol 5 (4) ◽  
pp. 760 ◽  
Author(s):  
RG Cooke ◽  
H Dowd

Ether extraction of Diospyros hebecarpa A. Cunn. yields plumbagin, and two new compounds which are shown to be 5-hydroxy-7-methyl-1,4-naphthoquinone and 1,4-diketo-5-hydroxy-7-methyl-1,2,3,4-tetrahydronaphthalene. The ultraviolet absorption spectra of these and related compounds are recorded, and the synthesis of 1,4,5-tri-methoxy-7-methylnaphthalene is described.

1961 ◽  
Vol 39 (12) ◽  
pp. 2516-2528 ◽  
Author(s):  
R. A. Abramovitch ◽  
K. A. H. Adams

Heating 2-o-nitrophenylpyridine with ferrous oxalate gives rise to pyrido[1,2-b]indazole (III). The evidence for the structure of this compound is discussed. Similarly, heating 2-o-nitrophenylpyridine methiodide and N-oxide with ferrous oxalate gives (III), in each case, demethylation and deoxygenation preceding the cyclization. In the latter case a minute amount of δ-carboline is also formed. Heating pyridine-N-oxides with ferrous oxalate is a potentially general method of effecting deoxygenations of these compounds. Contrary to the results of Smith and Boyer (11), it is found that heating 2-o-azidophenylpyridine also gives rise to (III). On the other hand, the action of heat on 2-o-azidophenyIpyridine-N-oxide gives a mixture of δ-carboline and δ-carboline-py-N-oxide in low yield. The mechanism of the cyclization of the azides and of the reaction taking place on heating nitro-compounds with ferrous oxalate is discussed briefly; the formation of a nitrene intermediate is favored.The catalytic reduction of 2-o-nitrophenylpyridine-N-oxide giving rise to the azoxy-, azo-, and hydrazo-derivatives is described and the ultraviolet absorption spectra of these compounds are discussed. It is concluded the steric inhibition of coplanarity exists in the azoxy- and azo-compounds leading to the lack of effective conjugation across the N=N bond.


1949 ◽  
Vol 27b (11) ◽  
pp. 828-860 ◽  
Author(s):  
R. Norman Jones ◽  
G. Denis Thorn

The ultraviolet absorption bands associated with the following groups have been investigated in a variety of compounds of known structure:[Formula: see text]The groups may be characterized by the ultraviolet spectrum, and the number of each type of group present in a given compound may be estimated from an analysis of the shape and intensity of the absorption spectrum. These correlations have been applied to the elucidation of the structure of new compounds isolated in the course of the investigation of the chemistry of 1,3,5-trinitro-1,3,5-triazacyclohexane (RDX).


1950 ◽  
Vol 18 (4) ◽  
pp. 434-437 ◽  
Author(s):  
George W. Costa ◽  
Robert C. Hirt ◽  
D. J. Salley

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