《13C NMR investigated of electronic interactions in 5-substituted 1-naphthonitriles》 was written by Schuster, Ingeborg I.. Product Details of 72016-73-0 And the article was included in Magnetic Resonance in Chemistry on April 30 ,1996. The article conveys some information:
Carbon-13 NMR chem. shifts of 5-Z-substituted 1-naphthonitriles (1; Z = H, F, Cl, Br, NH2, NMe2, CN, NO2, OMe, CHO, CO2Me) in deuteriochloroform and in neat trifluoroacetic acid (TFA) are reported. The CN carbon shifts are found to correlate well with the dual substituent parameters (DSPs). Neg. values of the transmission coefficients in the DSP correlation give evidence of a reverse substituent electronic effect, which is associated with variations in π polarization of the CN multiple bond, due primarily to differences in the through-space field effects of the various Z. The effect diminishes for 1 in neat TFA because of the greater contribution of dipolar ArC+=N- to the resonance hybrid. Deviations of the aromatic carbon shifts from substituent chem. shift additives are small, yet show distinct patterns for many of the carbon resonances. The deviations of the C-1-CN ipso carbon shifts of 1 in neutral solvents and in TFA correlate roughly with the DSPs. They are attributable to changes in charge d. at C-1 that arise as a consequence of substituent- and increased mesomeric activity by electron-donating groups, Z, in response to the CN-induced charge depletion within the adjacent aromatic ring. From the location of data for 5-methoxy-1-naphthonitrile (1; Z = OMe) in the chem. shift correlations of 1 in neat TFA, one can conclude that the methoxy group of this compound, unlike that of 1-methoxynaphthalene itself, is not significantly hydrogen-bonded by TFA. The experimental part of the paper was very detailed, including the reaction process of 5-Amino-1-naphthonitrile(cas: 72016-73-0Product Details of 72016-73-0)
5-Amino-1-naphthonitrile(cas: 72016-73-0) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Product Details of 72016-73-0
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts