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Amines as Bases

Arrange the f...

Question

Arrange the following in the increasing order of basic strength
$C_{6} H_{5} N H_{2}, C_{6} H_{5} N H C H_{3}, C_{6} H_{5} C H_{2} N H_{2}$

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Solution

The increasing order of
basic strength is
$C_{6} H_{5} N H_{2} < C_{6} H_{5} N H C H_{3} < C_{6} H_{3} C H_{2} N H_{2}$

$\to$ This is because in $C_{6} H_{5} N H_{2}$
the lone pair of electrons in $N$ in aromatic amine is delocalized
due to resonance.

$\to C_{6} H_{5} N H C H_{3}$ is a secondary amine
having $- C_{6} H_{5}$ on one side & $- C H_{3}$
on another side $- C H_{3}$ is an
electron donating group & increases
the basicity.

$\to C_{6} H_{5} C H_{2} N H_{2}$ is a primary amine
& not directly attached to aromatic
ring. Thus it has done pair of
electrons on $N$ available for
donation.

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Similar questions

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}

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

p K_{b}

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

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

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

C H_{3} N H_{2}

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 decreasing order of the pK_bvalues:

C₂H₅NH₂, C₆H₅NHCH₃, (C₂H₅)₂NH and C₆H₅NH₂

(ii) In increasing order of basic strength:

C₆H₅NH₂, C₆H₅N(CH₃)₂, (C₂H₅)₂NH and CH₃NH₂

(iii) In increasing order of basic strength:

(a) Aniline, p-nitroaniline and p-toluidine

(b) C₆H₅NH₂, C₆H₅NHCH₃, C₆H₅CH₂NH₂.

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

C₂H₅NH₂, (C₂H₅)₂NH, (C₂H₅)₃N and NH₃

(v) In increasing order of boiling point:

C₂H₅OH, (CH₃)₂NH, C₂H₅NH₂

(vi) In increasing order of solubility in water:

C₆H₅NH₂, (C₂H₅)₂NH, C₂H₅NH₂.

p K_{b}

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

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