82834-18-2Relevant academic research and scientific papers
Linear Free Energy ortho-Correlations in the Thiophene Series. Part 14. A Kinetic Study of the Benzenethiolate Debromination of Some 2-Bromo-5-nitro-3-X-thiophenes and 2-Bromo-3-nitro-5-X-thiophenes in Methanol.
Noto, Renato,Frenna, Vincenzo,Consiglio, Giovanni,Spinelli, Domenico
, p. 2701 - 2710 (2007/10/02)
The study of the title reactions has furnished the following results: i) 3-substituted 2-bromo-5-nitrothiophenes show a good Hammett correlation for X = H, Br, CO2Me, SO2Me, Ac, CN,and NO2, ii) 3-methyl substituent causes a moderate activating effect (ks
Kinetics of the Reactions of Some 5-Bromo-2-nitro-3-R-thiophens, 3,4-dibromo-2-nitro-5-R-thiophens, 3-Bromo-2-nitro-5-R-thiophens, and 2-Bromo-3-nitro-5-R-thiophens with Nucleophiles in Methanol
Consiglio, Giovanni,Spinelli, Domenico,Gronowitz, Salo,Hoernfeldt, Anna-Britta,Maltesson, Britta,Noto, Renato
, p. 625 - 630 (2007/10/02)
The reactivity of some 5-bromo-2-nitro-3-R-thiophens (Ia-g; R=H, Me, Et, Prn, n-hexyl, Pri, and But), 3,4-dibromo-2-nitro-5-R-thiophens (IIa and b; R=H and Me), 3-bromo-2-nitro-5-R-thiophens (IIIa and b; R=H and Me), and 2-bromo-3-nitro-5-R-thiophens (IVa and b; R=H and Me) with amines and sodium benzenethiolate has been studied in methanol at various temperatures.Piperidinodebromination of compounds (Ia and c) has also been studied in benzene, in dioxan, and in dioxan-water (60:40 and 10:90).Independent of the position of the alkyl group (meta or para with respect to the leaving bromine), an unexpected alkyl activation has been observed, which represents a further exception to the electron-releasing behaviour of alkyl groups.
