Most common amines (RNH₂) exhibit pK_avalues between 35 and 45. R represents the rest of the compound (generally carbon and hydrogen atoms). However, when R is a cyano group, the pK_ais found to be drastically lower:

(a) Explain why the presence of the cyano group so drastically impacts the pK_a.

(b) Can you suggest a different replacement for R that would lead to an even stronger acid (pK_a lower than 17)?

Transcribed Image Text:

Н R-N' н NEC-N Н Н рк, - 35-45 рк, - 17