Hoffman, Ragnar A. et al. published their research in Arkiv foer Kemi in 1960 | CAS: 42137-24-6

4-Nitrothiophene-2-carbonitrile (cas: 42137-24-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. COA of Formula: C5H2N2O2S

Proton magnetic resonance (NMR) of thiophenes. VIII. Coupling constants in disubstituted thiophenes was written by Hoffman, Ragnar A.;Gronowitz, Salo. And the article was included in Arkiv foer Kemi in 1960.COA of Formula: C5H2N2O2S This article mentions the following:

The ring coupling constants in 19 2,5-, 17 2,3-, 18 2,4-, and 11 3,4-disubstituted thiophenes are reported. The values are: J34 = 3.45-4.35; J45 = 4.90-5.80; J35 = 1.25-1.70; and J25 = 3.20-3.65 cycles/sec., all values ±0.15 cycles/sec. These values were compared with the spin couplings of other monocyclic aromatic systems. Couplings between the side-chain proton and ring protons were observed in methylthiophenes, thiophene aldehydes, and thiophene thiols. These side-chain couplings have values of JCH3-3 = 1.00-1.15, JCH3-4 = 0.2-0.5 and JCH3-5 <0.4 in 2-methylthiophenes; JCH3-2= 0.9-1.25, JCH34 ≈ JCH3-5 =0.4-0.5 in 3-methylthiophenes; JCHO-5 = 1.05-1.40 in 2-thiophenealdehydes; JCHO-5 = (<0.4)-0.80 in 3-thiophenealdehydes; JSH-3 = 1.4-1.60, JSH-5= 0.90-1.0 in 2-thiophenethiols; JSH-2 = 0.65-1.05, JSH-5 ≤ 0.3 cycles/sec. in 3-thiophenethiols. Couplings between protons of different side-chains were observed in the 3- and 5-methyl-2-thiophenethiols and in 2-methyl-3-thiophenethiol, but not in 3-methyl-4-thiophenethiol or any methyl-substituted thiophene aldehyde. An explanation for these observations isproposed. In the experiment, the researchers used many compounds, for example, 4-Nitrothiophene-2-carbonitrile (cas: 42137-24-6COA of Formula: C5H2N2O2S).

4-Nitrothiophene-2-carbonitrile (cas: 42137-24-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. COA of Formula: C5H2N2O2S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts