Problems and exercisesAcid-Base Properties
1. Basicity
Why is the nitrogen of a nitrile (pKa of the conjugate acid ≈ −10) far less basic than that of an amine (≈ 10.6)?
2. α-Hydrogens
Acetonitrile (pKa ≈ 31) is less acidic than acetone (≈ 20). Why?
Why is the nitrogen of a nitrile (pKa of the conjugate acid ≈ −10) far less basic than that of an amine (≈ 10.6)?
Acetonitrile (pKa ≈ 31) is less acidic than acetone (≈ 20). Why?