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Question

Chemistry Question on Amines

Considering the basic strength of amines in aqueous solution, which one has the smallest pKbpK_b value?

A

(CH3)2NH(CH_3)_2NH

B

CH3NH2CH_3NH_2

C

(CH3)3N(CH_3)_3 N

D

C6H5NH2C_6H_5NH_2

Answer

(CH3)2NH(CH_3)_2NH

Explanation

Solution

Among C6H5NH2CH3NH2(CH3)2NHC _{6} H _{5} NH _{2^{\prime}} CH _{3} NH _{2^{\prime}}\left( CH _{3}\right)_{2} NH
(CH3)3NC6H5NH2\left( CH _{3}\right)_{3} N \cdot C _{6} H _{5} NH _{2} is least basic due to resonance

Out of (CH3)3N,CH3NH2(CH3)2NH(CH3)2NH\left( CH _{3}\right)_{3} N , CH _{3} NH _{2^{\prime}}\left( CH _{3}\right)_{2} NH \cdot\left( CH _{3}\right)_{2} NH is most basic due to +1 effect and hydrogen bonding in

H2OH _{2} O