ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of Substituted 2-Nitrophenylhydrazones of 2-Oxodicarboxylic Acid Esters and Investigation of Their Tautomerism and Absorption Behaviour32 Substituted 2-nitrophenylhydrazones of diethyl oxalacetate, 2-oxoglutaric acid and its 1-mono- and 1,5-dialkyl esters, resp., have been synthesized from substituted 2-nitrophenylhydrazines and 4,6-dinitro-1,3-dihydrazinobenzene and the carbonyl compounds named above. 1H-n.m.r. spectra prove all products to have the constitution of hydrazones and not that of azo compounds or enhydrazines and also allow the assignation of the E- and Z-configuration, resp., to the hydrazone diastereomers. The absorption behaviour of all hydrazones is discussed with comparison of the different substitution patterns. Unexpectedly, the 4,6-dinitro-1,3-bishydrazones 27 - 32 show very high lg ∊max values (at about 4.8) due to their crossed two chromophoric systems.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19923340311
Permalink