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Nitrolic acids are organic compounds with the functional group RC(NO2)=NOH. They are prepared by the reaction of nitroalkanes with base and nitrite sources:
:RCH2NO2 + HNO2 → RC(NO2)=NOH + H2O
The conversion was first demonstrated by Victor Meyer using nitroethane.Meyer, V.; Locher, J. "Untersuchungen über die Constitution der Nitrolsäuren (Researches on the constitution of the nitrolic acids)" Deut. Chem. Ges. Ber., 1874, volume 7, pp. 670-5. The reaction proceeds via the intermediacy of the nitronate anion.
Nitrolic acids are organic compounds with the functional group RC(NO2)=NOH. They are prepared by the reaction of nitroalkanes with base and nitrite sources:
:RCH2NO2 + HNO2 → RC(NO2)=NOH + H2O
The conversion was first demonstrated by Victor Meyer using nitroethane.Meyer, V.; Locher, J. "Untersuchungen über die Constitution der Nitrolsäuren (Researches on the constitution of the nitrolic acids)" Deut. Chem. Ges. Ber., 1874, volume 7, pp. 670-5. The reaction proceeds via the intermediacy of the nitronate anion.
Occurrence
Most nitrolic acids are laboratory curiosities. One exception is the compound HO2C(CH2)4C(NO2)=NOH, which is produced by the oxidation of cyclohexanone with nitric acid. This species decomposes to adipic acid and nitrous oxide: :HO2C(CH2)4C(NO2)=NOH → HO2C(CH2)4CO2H + N2O This conversion is thought to be the largest anthropogenic route to N2O, which, on a molecule-to-molecule basis, has 298 times the atmospheric heat-trapping ability of carbon dioxide. Adipic acid is a precursor to many nylon polymers. In the end, nitrous oxide is produced in about one to one mole ratio to the adipic acid.References
{{reflist , 30em Functional groups Organonitrogen compounds