Exercise1 

Question 1
(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?

Exercise1 

Question 2
Classify the following amines as primary, secondary or tertiary:
(i)

(ii)

(iii) (C₂H₅)₂CHNH₂

(iv) (C₂H₅)₂NH

Exercise1 

Question 3
How will you convert?
(i) Benzene into aniline
(ii) Benzene into N, N-dimethylaniline
(iii) Cl-(CH₂)₄-Cl into hexan-1, 6-diamine?

Exercise1 Question 4
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.

Exercise1 

Question 5
Complete the following acid-base reactions and name the products:
(i) CH₃CH₂CH₂NH₂ + HCl →
(ii) (C₂H₅)₃N + HCl →

Exercise2 

Question 3
Account for the following:
(i) pK_b of aniline is more than that of methylamine.
(ii) Ethylamine is soluble in water whereas aniline is not.
(iii) Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.
(iv) Although amino group is o, p- directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
(v) Aniline does not undergo Friedel-Crafts reaction.
(vi) Diazonium salts of aromatic amines are more stable than those of aliphatic amines.
(vii) Gabriel phthalimide synthesis is preferred for synthesising primary amines.

Exercise2 

Question 4
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.

Exercise2 

Question 5
How will you convert:
(i) Ethanoic acid into methanamine
(ii) Hexanenitrile into 1-aminopentane
(iii) Methanol to ethanoic acid
(iv) Ethanamine into methanamine
(v) Ethanoic acid into propanoic acid
(vi) Methanamine into ethanamine
(vii) Nitromethane into dimethylamine
(viii) Propanoic acid into ethanoic acid

Exercise2 

Question 7
Write short notes on the following:
(i) Carbylamine reaction (ii) Diazotisation
(iii) Hofmann's bromamide reaction (iv) Coupling reaction
(v) Ammonolysis (vi) Acetylation
(vii) Gabriel phthalimide synthesis.

Exercise2 

Question 12
Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?