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Amongst the following, the strongest base in aqueous medium is ____________.

(i) CH_{3}NH_{2}

(ii) NCCH_{2}NH_{2}

(iii) (CH_{3})_{2}NH

(iv) C_{6}H_{5}NHCH_{3}

Answers (1)

Option (iii) is the correct answer.

Explanation: (CH_{3})_{2}NH is a 2^{o} amine and CH_{3}NH_{2} is a 1^{o} amine, therefore (CH_{3})_{2}NH is more basic than CH_{3}NH_{2}. And because of –I effect of CN group, NC-CH_{2}NH_{2} is less basic than CH_{3}NH_{2}. Moreover, C_{6}H_{5}NHCH_{3} is the least basic and less basic than  CH_{3}NH_{2} and (CH_{3})_{2}NH; it is due to delocalisation of lone pair electrons that are present in nitrogen atom into the benzene ring. Therefore, the decreasing order of amines will be:

\left ( CH_{3} \right )_{2}NH>CH_{3}NH_{2}>C_{6}H_{5}NHCH_{3}>NC-CH_{2}NH_{2}

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