Researches on condensation products of some 2, 2?-dithieniyl compounds. I

Abstract

Crotonaldehyde-type condensation of 5-acetyl-2, 2′-dithienyl with some aromatic and heterotyclic aldehydes and nitroaldehydes in the presence of alkali is used to synthesize a number of hitherto undescribed unsaturated 2, 2′-dithienyl ketones. The visible and UV absorption spectra of these compounds of the ketones synthesized are measured in ethanol and 96% sulfuric acid solutions. In sulfuric acid all the compounds investigated form intensely colored halochromic solutions. Comparison of the spectral characteristics of the compounds prepared shows that replacement of the benzene ring by furan and thiophene rings gives rise to a bathochromic effect which is significantly greater in acid solution than in neutral solution. For the neutral solution, introduction of a single nitro group into the benzene or thiophene ring gives rise to a K-band bathchromic shift, while in acid solution there is a hypsochromic effect.