Pseudo-nitrol

Note.—A secondary nitro-paratfin, such as a nitropropane, (CH3)2CHN02, when similarly treated gives a pseudo-nitrol, which dissolves in chloroform,... 

Victor Meyer also discovered the reactions of aliphatic nitro compounds with nitrous acid, which likewise depend on the activation of CH by NO221. Primary nitro compounds give nitrolic acids RC(N02) N0H, secondary nitro compounds give pseudo-nitroles R2C(N0)N02 and tertiary nitro compounds, having no activated CH, do not react. 

Oxidation of Ketoximes.—According to an investigation made by J. Schmidt,4 ketoximes, on electrolysis in dilute sulphuric-acid solution, are decomposed in such a way that pseudo-nitroles are formed besides other nitroso-compounds. If acetoxime is oxidized at a temperature not over 10° in a 2%... 

Several drops of the substance are shaken for 1 min with 2 ml of a sodium nitrite solution (5% solution of NaN02 in 2 n NaOH). Then 2 n H2SO4 is added dropwise. A dark red color is formed (alkali nitrolate), disappearing on addition of acids and reappearing on repeated alkalization sometimes a blue-green color is formed after acidification, which does not disappear after alkalization extraction with chloroform gives a blue extract (pseudo-nitrole). 

If a saturated aliphatic residue is present in an aromatic compound, the nitration under the above conditions always affects the benzene ring, and not the side-chain. Since the benzene carbon atoms are in combination with only one hydrogen atom, the nitro-compounds obtained on nitration are tertiary they therefore do not have the power to form salts, nitrolic acids, or pseudo-nitrcJes, like the primary and secondary nitro-compounds. 

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