Solutions of chapter 13. Amines | Chemistry Part-II

1

Classify the following amines as primary, secondary or tertiary:

(i)

(ii)

(iii) (C₂H₅)₂CHNH₂

(iv) (C₂H₅)₂NH

2

(i) Write structures of different isomeric amines corresponding to the molecular formula, C₄H₁₁N.

(ii) Write IUPAC names of all the isomers.

(iii) What type of isomerism is exhibited by different pairs of amines?

3

How will you convert

Benzene into aniline

3

How will you convert

Benzene into N, N-dimethylaniline

3

How will you convert

Cl–(CH₂)₄–Cl into hexan-1,6-diamine?

4

Arrange the following in increasing order of their basic strength:

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

4

Arrange the following in increasing order of their basic strength:

C₂H₅NH₂, (C₂H₅)₂NH, (C₂H₅)₃N, C₆H₅NH₂

4

Arrange the following in increasing order of their basic strength:

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

5

Complete the following acid-base reactions and name the products:

(i) CH₃CH₂CH₂NH₂ + HCl → ?

(ii) (C₂H₅)₃N + HCl → ?

6

Write reactions of the final alkylation product of aniline with an excess of methyl iodide in the presence of sodium carbonate solution.

7

Write chemical reaction of aniline with benzoyl chloride and write the name of the product obtained.

8

Write structures of different isomers corresponding to the molecular formula, C₃H₉N. Write IUPAC names of the isomers which will liberate nitrogen gas on treatment with nitrous acid.

9

Convert

3-Methylaniline into 3-nitrotoluene.

9

Convert

Aniline into 1,3,5 – tribromobenzene

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

(CH₃)2CHNH₂

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

CH₃(CH₂)2NH₂

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

CH₃NHCH(CH₃)₂

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

(CH₃)3CNH₂

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

C₆H₅NHCH₃

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

(CH₃CH₂)₂NCH₃

1

Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.

m–BrC₆H₄NH₂

2

Give one chemical test to distinguish between the following pairs of compounds.

Methylamine and dimethylamine

2

Give one chemical test to distinguish between the following pairs of compounds.

Secondary and tertiary amines

2

Give one chemical test to distinguish between the following pairs of compounds.

Ethylamine and aniline

2

Give one chemical test to distinguish between the following pairs of compounds.

Aniline and benzylamine

2

Give one chemical test to distinguish between the following pairs of compounds.

Aniline and N-methylaniline.

3

Account for the following:

pK_b of aniline is more than that of methylamine.

3

Account for the following:

Ethylamine is soluble in water whereas aniline is not.

3

Account for the following:

Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.

3

Account for the following:

Although amino group is o– and p– directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.

3

Account for the following:

Aniline does not undergo Friedel-Crafts reaction.

3

Account for the following:

Diazonium salts of aromatic amines are more stable than those of aliphatic amines.

3

Account for the following:

Gabriel phthalimide synthesis is preferred for synthesising primary amines.

4

Arrange the following:

In decreasing order of the pKb values:

C₂H₅NH₂, C₆H₅NHCH₃, (C₂H₅)₂NH and C₆H₅NH₂

4

Arrange the following:

In increasing order of basic strength:

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

4

Arrange the following:

In increasing order of basic strength:

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

(b) C₆H₅NH₂, C₆H₅NHCH₃, C₆H₅CH₂NH₂

4

Arrange the following:

In decreasing order of basic strength in gas phase:

C₆H₅NH₂, (C₂H₅)₂NH, (C₂H₅)₃N and NH₃

4

Arrange the following:

In increasing order of boiling point:

C₂H₅OH, (CH₃)₂NH, C₂H₅NH₂

4

Arrange the following:

In increasing order of solubility in water:

C₆H₅NH₂, (C₂H₅)₂NH, C₂H₅NH₂

5

How will you convert:

Ethanoic acid into methanamine

5

How will you convert:

Hexanenitrile into 1-aminopentane

5

How will you convert:

Methanol to ethanoic acid

5

How will you convert:

Ethanamine into methanamine

5

How will you convert:

Ethanoic acid into propanoic acid

5

How will you convert:

Methanamine into ethanamine

5

How will you convert:

Nitromethane into dimethylamine

5

How will you convert:

Propanoic acid into ethanoic acid?

6

Describe the method for the identification of primary, secondary and tertiary amines. Also write chemical equations of the reaction involved.

7

Write short notes on

Carbylamine reaction

7

Write short notes on

Diazotization

7

Write short notes on

Hoffman Bromamide Reaction

7

Write short notes on

Coupling Reaction

7

Write short notes on

Ammonolysis

7

Write short notes on

Acetylation

7

Write short notes on

Gabriel phthalimide reaction

8