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Most common amines (RNH 2) exhibit pKa values between 35 and 45. R represents the rest of the compound (generally carbon and hydrogen atoms). However, when R is a cyano group, the pKa is found to be drastically lower:
(a) Explain why the presence of the cyano group so drastically impacts the pKa.
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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 1st Edition. You can also practice Organic Chemistry - Klein 1st Edition practice problems.