Chiang, Ming-Chien’s team published research in Huaxue Xuebao in 1964 | 6136-93-2

Huaxue Xuebao published new progress about Addition reaction. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Formula: C6H11NO2.

Chiang, Ming-Chien; Tai, Tsui-Chen published the artcile< A quantitative relation between molecular structure and chemical reactivity. III. Addition reaction of aliphatic nitriles and methanol>, Formula: C6H11NO2, the main research area is .

The addition of MeOH to aliphatic nitriles with NaOMe as catalyst was studied. The % conversion of the nitriles plotted vs. the inductive index I for the alkyl groups in their mols. constitute a “”sigmoid”” curve, while the logs of the rate and equilibrium constants for the addition gave straight lines when plotted, resp., against the corresponding I. From the position of the point corresponding to 50% conversion on the sigmoid curve, it can be shown that the % conversion for all the aliphatic nitriles in this reaction would be very low and the reaction would proceed very slowly. α-Substituted (halogen, CO2H, CN) nitriles would undergo reaction very rapidly with very high % conversion. When the substituents are beyond the γ-position, however, the % conversion and the reaction rate would be very close to those of the simple aliphatic nitriles. The direction of turning of the sigmoid curve vs. % conversion and the direction of inclination of the straight lines vs. the rate and equilibrium constants demonstrate that this reaction is a nucleophilic addition of MeOH to aliphatic nitriles.

Huaxue Xuebao published new progress about Addition reaction. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Formula: C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts