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CHM207 (ORGANIC CHEMISTRY )

TUTORIAL 9
CHAPTER 9: AMINES
1)

Give the IUPAC or common names for the following amines and classify
them as primary, secondary or tertiary amines.
a) (CH3)3-C-NH2

f)

CH3CH2CHCH3
NH2

b)

g)

NH2

N CH2CH3
CH2CH3

C6H5

c)
C6H5

h)

NH2

NH

NO2

d) (CH3)2NCH2CH2CH3

i)

H
N CH2CH3

e) NH2(CH2)4NH2

j)

H
N CH3

Br

2)

Write the structural formula of each of the following compounds.


a) diethylamine

g) 2-aminoethanol

b) N, N-diethylaniline

h) tetra-n-butylammonium iodide

c) benzylamine

i) N-ethylaniline

d) triphenylamine

j) 4,4-dimethylcyclohexanamine

e) p-nitroaniline

k) 3-methyl-1-butanamine

f) sec-butylamine

l) N-ethyl-N-methylaniline

CHM207 (ORGANIC CHEMISTRY )

3)

Rank each set of compounds in order of increasing boiling points. Give


reasons for your answers.
a) (CH3CH2)3-N, (CH3CH2CH2)2NH, CH3CH2CH2-O-CH2CH2CH3
b) CH3CH2-OH, (CH3)2-NH, CH3-O-CH3
c) (CH3CH2)3N, (CH3CH2)2NH, CH3CH2NH2

4)

Rank each set of compounds in increasing basicity.


a) NH3, CH3NH2, Ph-NH2
b) aniline, p-methylaniline, p-nitroaniline

5)

Predict the products when n-propylamine reacts with the following


reagents:
a) HCl
b) benzoyl bromide
c) propanoyl chloride
d) acetic anhydride

6)

Describe the chemical test to distinguish each of this compounds:


a) ethylamine and dimethylamine
b) triethylamine and n-butylamine
c) n-propylamine and aniline

7)

Write a balance equation for the reaction of phenylamine with bromine


water.

8)

State whether the following amines are primary (1), secondary (2) or
tertiary (3) amines.
i) (C6H5)3N
ii) C2H5NHCH2CH3
iii) C2H5NH2
2

CHM207 (ORGANIC CHEMISTRY )

9)

Write equations for the reactions of the following pairs of reactants. Give
the names of the compounds formed.
i) C2H5NH2 and HNO2
ii) C2H5NH2andCH3COCI

10)

Show how to convert each of the following products using a suitable


reagents and condition.
i)
CH3CH2CH2OH
CH3CH2CH2NH2
ii)
CH3CH2CH2OH

CH3CH2C

CH3