Arrange the following compounds in increasing order of basicity.
$C H_{3} N H_{2}, (C H_{3})_{2} N H, N H_{3}, C_{6} H_{5} N H_{2}$

C_{6} H_{5} N H_{2} < N H_{3} < (C H_{3})_{2} N H < C H_{3} N H_{2}

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C H_{3} N H_{2} < (C H_{3})_{2} N H < N H_{3} < C_{6} H_{5} N H_{2}

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C_{6} H_{5} N H_{2} < N H_{3} < C H_{3} N H_{2} < (C H_{3})_{2} N H

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(C H_{3})_{2} N H < C H_{3} N H_{2} < N H_{3} < C_{6} H_{5} N H_{2}

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Solution

The correct option is B $C_{6} H_{5} N H_{2} < N H_{3} < C H_{3} N H_{2} < (C H_{3})_{2} N H$
Aromatic amines are least basic as the lone pair of electrons on the nitrogen are not freely available due to the presence of the conjugated ring.

The secondary amines are most basic here as both the $- R$ groups are electron-donating to the nitrogen, thereby the electron density increases on the nitrogen.

Hence, the order is $C_{6} H_{5} N H_{2} < N H_{3} < C H_{3} N H_{2} < (C H_{3})_{2} N H$

Option C is correct.

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Similar questions

Arrange the following in increasing order of their basic strength:

(i) C₂H₅NH₂, C₆H₅NH₂, NH₃, C₆H₅CH₂NH₂ and (C₂H₅)₂NH

(ii) C₂H₅NH₂, (C₂H₅)₂NH, (C₂H₅)₃N, C₆H₅NH₂

(iii) CH₃NH₂, (CH₃)₂NH, (CH₃)₃N, C₆H₅NH₂, C₆H₅CH₂NH₂.

C_{3} H_{7} N H_{2}, N H_{3}, C H_{3} N H_{2}

C_{6} H_{5} N H_{2}

C H_{3} N H_{2}

(C H_{3})_{2} N H

(C H_{3})_{3} N

C_{6} H_{5} N H_{2}

C_{6} H_{5} N H_{2}

C_{2} H_{5} N H_{2}

N H_{3}

(C H_{3})_{2} N H

C_{6} H_{5} N H_{2}

C_{6} H_{5} N (C H_{3})_{2}

(C_{6} H_{5})_{2} N H

C H_{3} N H_{2}

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