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Standard XII

Chemistry

Chemical Properties of Phenols

Arrange the f...

Question

Arrange the following in decreasing order of their basic strength:
$C_{6} H_{5} N H_{2}, C_{2} H_{5} N H_{2}, (C_{2} H_{5})_{2} N H, N H_{3}$

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

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

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

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

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Solution

The correct option is A $(C_{2} H_{5})_{2} N H > C_{2} H_{5} N H_{2} > N H_{3} > C_{6} H_{5} N H_{2}$
Ammonia is more basic than aniline as in aniline, the lone pair of electron of N atom is in resonance with benzene ring. Hence, it cannot be donated easily.
Ethyl amine is more basic than ammonia because in ethyl amine, the +I effect of ethyl group increases the electron density on N.
Diethylamine is most basic due to +I effect of two ethyl groups.
Hence the decreasing order of basic stength is:
$(C_{2} H_{5})_{2} N H > C_{2} H_{5} N H_{2} > N H_{3} > C_{6} H_{5} N H_{2}$

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Similar questions

Q. Arrange the following in increasing order of their basic strength:

C_{2} H_{5} N H_{2}, C_{6} H_{5} N H_{2}, N H_{3}, C_{6} H_{5} C H_{2} N H_{2}

and

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

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.

Arrange the following:

(i) In the decreasing order of the $p K_{b}$ values
$C_{2} H_{5} N H_{2}, C_{6} H_{5} N H C H_{3}, (C_{2} H_{5})_{2} N H$ and $C_{6} H_{5} N H_{2}$

(ii) In increasing order of basic strength:
$C_{6} H_{5} N H_{2}, C_{6} H_{5} N (C H_{3})_{2}, (C_{6} H_{5})_{2} N H a n d C H_{3} N H_{2}$

(iii) In increasing order of basic strength:
(a) Aniline, p-nitroaniline and p-toluidine
(b) $C_{6} H_{5} N H_{2}, C_{6} H_{5} N H C H_{3}, C_{6} H_{5} C H_{2} N H_{2}$

(iv) In decreasing order of basic strength in gas phase :

$C_{2} H_{5} N H_{2}, (C_{2} H_{5})_{2} N H, (C_{2} H_{5})_{3} N a n d N H_{3}$

(v) In increasing order of boiling point:

$C_{2} H_{5} O H, (C H_{3})_{2} N H, C_{2} H_{5} N H_{2} .$

(vi) In increasing order of solubility in water :

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

Q. Arrange the following in increasing order of their basic strength:

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

Q. Arrange the following in the increasing order of their basic strength:

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

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

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

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Arrange the following in decreasing order of their basic strength: C6H5NH2,C2H5NH2,(C2H5)2NH,NH3

Arrange the following in decreasing order of their basic strength:
$C_{6} H_{5} N H_{2}, C_{2} H_{5} N H_{2}, (C_{2} H_{5})_{2} N H, N H_{3}$