The substituent effects in thiophene compounds. I. Proton NMR and IR studies in methyl (substituted 2-thiophenecarboxylates) was written by Satonaka, Hajime. And the article was included in Bulletin of the Chemical Society of Japan in 1983.Reference of 28686-90-0 This article mentions the following:
The 1H NMR and the IR CO group stretching frequencies of Me (3-, 4-, and 5-substituted 2-thiophenecarboxylate)s are observed Good linear correlations between the chem. shifts of the ring protons in Me (4- and 5-substituted 2-thiophenecarboxylate)s and those of the corresponding protons in substituted thiophenes were observed The coupling constants in Me (substituted 2-thiophenecarboxylate)s gave good correlations against the corresponding ones in substituted thiophenes. The IR carbonyl stretching frequencies in Me (5-substituted 2-thiophenecarboxylate)s were correlated reasonably well with the chem. shifts of 5-protons in 2-substituted thiophenes. The coupling constants in Me 2-thiophenecarboxylate series varied linearly with the electronegativities of the substituents. In the experiment, the researchers used many compounds, for example, Methyl 4-methylthiophene-2-carboxylate (cas: 28686-90-0Reference of 28686-90-0).
Methyl 4-methylthiophene-2-carboxylate (cas: 28686-90-0) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Reference of 28686-90-0
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem