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Standard VIII

Chemistry

Bases

Arrange the f...

Question

Arrange the following in increasing order of their basic strength;
Aniline, p-nitroaniline, p-toulidine

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Solution

$C_{6} H_{5} N H_{2} < C_{6} H_{5} N H C H_{3} < C_{6} H_{5} C H_{2} N H_{2}$

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Q. Arrange the following
(i) In 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_{2} H_{5})_{2} N H

and

C H_{3} N H_{2}

(iii) In increasing order of basic strength:
(a) Aniline, p-nitroaniline and p-toluidine

Q. (a) Write the structures of main products when benzene diazonium chloride

(C_{6} H_{5} N_{2}^{+} C l^{-})

reacts with the following reagents :
(i)

C u C N / K C N

(i i) H_{2} O

(i i i) C H_{3} C H_{2} O H

(b) Arrange the following:

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

- in the increasing order of their boiling point.
(ii) Aniline, p-nitroaniline, p-methylaniline - in the increasing order of their basic strength.

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.

(a) Illustrate the following reaction giving suitable example in each case:

(i) Hoffmann bromamide degradation reaction

(ii) Diazotisation

(iii) Gabriel phthalimide synthesis

(b) Distinguish between the following pairs of compounds:

(i) Aniline and N-methylaniline

(ii) $(C H_{3})_{2} N H a n d (C H_{3})_{3} N$

(a) Write the structures of main products when benzene diazonium chloride $(C_{6} H_{5} {N_{2}}^{+} C l^{-})$ reacts with the following reagents:

(i) CuCN/KCN

(ii) $H_{2} O$

(iii) $C H_{3} C H_{2} O H$

(b) Arrange the following:

(i) $C_{2} H_{5} N H_{2}$ , $C_{2} H_{5} O H$ , $(C H_{3})_{3} N$ – in the increasing order of their boiling point

(ii) Aniline, p-nitroaniline, p-methylaniline - in the increasing order of their basic strength

Q. Arrange the following in the increasing order of basic strength:
i)Aniline
ii)p-nitroaniline
iii)p-toluidine

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Arrange the following in increasing order of their basic strength;Aniline, p-nitroaniline, p-toulidine

C6H5NH2<C6H5NHCH3<C6H5CH2NH2

Arrange the following in increasing order of their basic strength;
Aniline, p-nitroaniline, p-toulidine

$C_{6} H_{5} N H_{2} < C_{6} H_{5} N H C H_{3} < C_{6} H_{5} C H_{2} N H_{2}$